58,368 properties available

Located in Islamorada, Florida, United States. Serenity by the Sea!! Anglers Reef with Boat Slip Available!! This beautiful villa is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84 and has access to one of the few privately owned boat slips. The homes boat slip is available for rent for an additional $350/week, paid after booking and gives you access to the deep water channel right in front of the community. The marina is capable of accommodating boats up to 31' in total length.Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean. The detached villas are set along quaint streets and walking paths, where nothing is more than a few steps from your front door.The community amenities include a heated pool with outdoor bathrooms. Chaise lounge chairs and tables to sun and relax overlooking the beautiful blue waters of the Atlantic Ocean. There are two private beaches just a few short steps from every home that flank the marina an

Located in Tavernier, Florida, United States. Oceanfront Penthouse w with Gigantic Ocean Views! Like a private resort! 3/2 2100+ sf penthouse with ocean views from all main rooms and bedrooms! This is it! Newly available. Forget your worries in this spacious and serene space in Tavernier in the Islamorada Village. Aside from the views, we have larger TV’s for every room and amazing relaxing deck furniture! New stainless appliances were installed. We’re close to town, groceries, movie theater, parks, fishing—the list goes on and on! The later pictures of the most updated with the new appliances and decorations. The room with a Desk has the Murphy bed for the third bed. You just pull it down. Every room has. Families loves everything about our location. Retired guests also enjoy the lack of a “Party” style venue. Very relaxed and peaceful. It’s just like a private resort. The pool is right on the ocean in the sand without ever having to leave. There are incredible restaurants right around us including a wonderful Cuban place cal

Located in Tavernier, Florida, United States. Work remote, or not at all, in paradise at this cozy, beachy condo! Flexible cancellation policy. Futura Yacht Club is an exclusive private, gated resort community. Not like a hotel, FYC is a mixture of renters and owners sharing some great spaces with great amenities. Located directly on the bay with easy ocean access via Snake or Tavernier Creek. The grounds are impeccably maintained with beautiful, tropical plants throughout, pickleball and tennis courts, and a large and inviting pool, pool deck and covered gazebo. The marina is deep water (boats to 36ft allowed), very well maintained and offers excellent protection from wind, waves and current making docking/mooring a breeze. It also has a well constructed boat ramp making this a great place to launch your boat, clean your fish, watch the manatees or gaze at the awesome sunsets. Overlooking the bay, this area is the perfect place to soak up the sun, read a good book, watch amazing sunsets and count the stars. Guests bringing

Located in Islamorada, Florida, United States. Penthouse Retreat with 360* view of Ocean/Bay Rooftop Lounge Islamorada Penthouse Condo - Beautifully furnished and Fantastic layout - living space is all on one level. Some ocean views in the distance from almost every room. Above the unit is a private rooftop lounge with a wet bar and a view of the sunset overlooking the bay. Excellent location close to Founder's Park, shops and restaurants.State VR License DWE5403970 Islamorada, Villlage of the Islands VR 214Penthouse Condo facing US1 with ocean view in the distance. Above the unit is a private rooftop lounge with a bar and a view of the Atlantic Ocean in the distance. The pictures do not it justice. When sitting up on the rooftop you feel like your sitting "On Top of the World" in a Tranquil Setting with out of this World 360 degree views of the Ocean, Bay, Sunrises and Sunsets. Summer Seas Condominium Association requires a background check. Once we accept the booking we will email the form to fill out and send back.Although there

Located in Tavernier, Florida, United States. Turquoise Escape - Newly renovated Canal home with heated pool and dockage. Boaters Paradise! Pet Friendly Bayside home - minutes to open ocean through Tavernier Creek. 50' dock with power and 17,000 lb boat lift. 2 Bedrooms and 2 baths upstairs and 1 bedroom and bath downstairs with private entrance. One of the best neighborhoods in Tavernier. New kitchen, baths, flooring - and plenty of space for your trailer. If the dates you are looking for are unavailable, please send us a message. Pool coming summer of 2024!

Located in Islamorada, Florida, United States. Venetian Shores Islamorada New Home w/dock & pool Located in Venetian Shores, Islamorada Luxurious bayside waterfront home on a wide canal with easy access to the ocean for deep sea fishing, diving, etc Built in 2021 & boasts modern elegance Near Founders Park, dinning, shoppingVERY FAST WIFINO PETS-Owner is allergicDock is 70 feet. But dockage available for a 50' boat maximum. A 30' boat or less is at no additional charge. But for a boat 30' - 50' there is a $500/month fee. The boat lift is NOT for guest use, due to liability.SLEEPING ARRANGEMENTS - Sleeps 10Master Bedroom, #1 — Located on the 1st floor- King Size Bed- Full, Private Bathroom with Tub and Shower- Flat Screen TVMaster Bedroom, #2— Located on the 1st floor- King Size Bed- Full, Private Bathroom with Tub & Shower- Flat Screen TVGuest Bedroom 1— Located on the 1st floor- Queen & Twin Bunk Bed Combo - Flat Screen TVGuest Bedroom 2 — Located on the 2nd floor- King bed- Flat Screen TVMaster Bedroom #3 — Located on the 2n

Located in Islamorada, Florida, United States. Anglers Reef Islamorada 2/2.5 dock available Bikes, Kayak available, Pool Village of Islamorada Vacation Rental license #24-0372.113 Anglers WayCall Jennifer for more information 305-240-0592. (2 houses side by side available)There is no other neighborhood like Anglers Reef in Islamorada. It's beautiful Key West style pastel colored homes inside resort community, with garden like flora and fauna such as bougainvillea meticulously maintained, with a fantastic oceanfront swimming pool and boat docks and views over the Atlantic Ocean that will take your breath away. Just minutes from many local shops, bars and restaurants. Access to the ocean does not get any easier than at Anglers Reef. When we first found Anglers Reef on vacation six years ago we were sold and never went anywhere else." The Blue Marlin House":There Are 52 Homes at Angler's Reef With Only 36 Boat Slips. Our home has the option for you to bring your own boat and use the dock (additional cost) . It is a Safe, Gated Commu

Located in Islamorada, Florida, United States. Islamorada Anglers Reef ~ Stay in paradise for your next Vacation Welcome to 128 Anglers Way: "Morada Daydreaming". Our home away from home in the Angler's Reef exclusive gated community is calling you. This house has 2 bedrooms upstairs, each with it's own full bath and private balcony. Washer and dryer combo is conveniently located upstairs near the bedrooms. The house is family friendly and includes a pack and play.The main level open floor plan features peek a boo ocean views. It also contains a half bath, a full kitchen with stainless steel appliances (including a double oven), granite countertops, Brazilian cherry hardwood floors, and a living/dining combo. A cozy outdoor seating area and gas grill is provided off the back porch.Angler's Reef is a premier resort style complex at MM 85 with only 52 houses. The neighborhood includes a heated community pool that overlooks the ocean, complimentary kayaks and paddle boards (first come, first served upon signing a waiver), private m

Located in Islamorada, Florida, United States. SUMMER SPECIAL Work from Home kids play Beach, Pool, Fishing Pier and 2 Kayaks Getaway to the Florida Keys in our slice of paradise. Unwind in our 2-bedroom, 2-bathroom townhome. You will enjoy relaxing in a pool or playing on the sandy beach and pier with amazing nightly sunsets. The community has two single-person kayaks and two pickleball/tennis courts. Our clubhouse has a large, heated swimming pool and free Wi-Fi. You will be steps from our private sandy beach and fishing pier/dock—smart TV to enjoy streaming your favorite channels. Games are provided for family nights. ISLAMORADA & KEY LARGO:Our beautiful piece of paradise is in Islamorada, with its incredible wildlife, and is known as the Sport Fishing Capital of the World. This private gated community has 24/7 security. Our community is close to excellent diving and fishing locations—we're next door to Founders Park, where you can walk or ride a bike. Founders Park has a beautiful park with baseball fields, soccer fields, ba

Located in Islamorada, Florida, United States. Islamorada Paradise on Snake Creek Located directly on the water in fabulous Venetian Shores, Islamorada’s premier community. Our luxurious 5 bedroom/ 5.5 bath home in Venetian shores overlooking the blue waters of Snake Creek and the Islamorada wildlife sanctuary, has everything you need for your Florida Keys vacation. This home is only minutes from the best fishing in the world with no fixed bridge for access. You will find peace and privacy as the tide rolls in and out with nothing but mangroves behind you. Make a gourmet meal near the pool in the outdoor kitchen or relax on the screened balcony just off the dining room or have a family movie night with any of the ultra hi-definition televisions. Cable, Wi-Fi and high speed internet are included. Retire to the master suite and watch the world famous sunset over the mangroves all from the comfort of the private rooftop area. Then enjoy a steam in the custom steam shower or the comfort of your king size Sleep Number bed. You’re

Located in Islamorada, Florida, United States. Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE! INTERIOR LOT—-NO ROAD NOISE—-BOAT SLIP AVAILABLE———Interior Painted Jan 2024---New Furniture in Family Room---Beautifully Decorated and So Comfortable!*** This is a great house---beautifully furnished/well kept. Oceanview with two porches!****** NO ROAD NOISE. This house does not back up to the Overseas Hwy and is very quiet and secluded within Anglers Reef! ****** Please email and I'll answer any questions you have! ******** PLS BOOK YOUR WEEK(S) EARLY AS MANY WEEKS FILL UP 6-12 MONTHS AHEADWe are one of Islamorada's limited number of licensed weekly vacation homes, VR-101 (State License #DWE5404378).Angler's Reef is Islamorada's premier resort community located at MM85 (on the Ocean side) in the heart of the Florida Keys. Islamorada is known as the SportFishing Capital of the World. Our boutique gated community is made up of 52 luxury waterfront villas, inspired by Native Conch and British West Indies ar

Located in Islamorada, Florida, United States. Paradise @ Islamorada Sleeps 8, 2 Story Townhome On The Bayside, Mile Marker 87Our Islamorada beach modern decorated townhome is waiting for you. It’s a two story unit and third level loft; 2 Bedroom/2 Bath - sleeps 8.Next door is Founders Park & Plantation Yacht Harbor.A private gated community with 24hr security. The grounds have 2 tennis courts, swimming pool, club house, private beach, boat slips and fishing dock.Come and relax at our beautiful town home on mile marker 87 in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World.The World Famous Tiki Bar is less than 5 minutes away – Holiday Isle/Post Card Inn, 'Best Rum Runners in town.' Numerous boat charters located within 5 minutes, 'this is the fishing capital! Water Activities; Jet Ski and boat rental at Post Card Inn for accessing the famous sandbar.You will be just minutes away from a large chain grocery store, CVS pharmacy and movie theater. Multiple choices for fine dinin

Located in Islamorada, Florida, United States. OCEAN FRONT TOWN HOUSE with breath taking views from all 3 balconies. We are delighted to offer this 2 bedroom, 1 1/2 bathrooms OCEANFRONT TOWNHOUSE!!!  Breathtaking views off of all 3 balconies catching the sunrise and sunset. This home can sleep 4 people with a pull out sofa and one of the upstairs bedrooms has a king size bed with a daybed. Upstairs you will also find a nicely updated full bathroom between the 2 main bedrooms. The second bedroom has a king size bed with a balcony overlooking the ocean. Spacious closets and we pride ourselves on cleanliness. Kitchen has a dishwasher, refrigerator, stove, microwave and is equipped for preparing all your meals. Towels and linens are provided. Washer, dryer and air conditioning available. Amenities include Gated Community, Pool, Longest Private Fishing Pier in Islamorada, Sauna, Club House, Gym with Ocean View, Additional freezer to store FISH in, Elevator, and Covered Parking. Launch your paddle boards or kayaks right from the pier. Co

Located in Tavernier, Florida, United States. Islamorada cottage on deep water canal Our cottage is set in a quiet neighborhood on a deep, clear, wide canal. Situated bayside at mile marker 89, there is a 61 foot concrete dock and room for up to a 30' boat. backwater fishing is a short boat ride and there is easy ocean access through both Tavernier Creek and Snake Creek. A boat ramp is available at nearby Founders Park. There are 2 bedrooms each with ensuite bathrooms. The living room is large and airy with sliders opening to the back screened porch. The fenced private back garden has a lighted gazebo, water toys, bbq grill, bait freezer, swim ladder and platform.

Located in Islamorada, Florida, United States. Oceanfront, Dockage, Luxury, Paddleboards, Gaming - Paradise Palms Islamorada Welcome to Paradise Palms - Your Ultimate Oceanfront Getaway in Islamorada, Florida with Boat Dockage. YOUR VACATION STARTS NOW!Indulge in luxury at Paradise Palms, your new construction oceanfront gated home with waterfront dockage. With unmatched ocean views, this three-story retreat boasts a perfect fusion of modern design and tropical charm. Enjoy three spacious bedrooms and over 2000 square feet of air-conditioned spacious living areas along with two expansive oceanfront patios. Entertainment provided for all! This place offers an unforgettable high-end escape to the heart of the Florida Keys. Reserve today!Key property features include the following:• Panoramic Ocean Views: Bask in breathtaking sunrises and sunsets as the expansive windows frame panoramic ocean views. The inviting turquoise waters of the Atlantic are on display from the kitchen, living room, both patios and Primary Suites.• Spacious Liv

Located in Islamorada, Florida, United States. SAVE in Apr/May! True OceanFRONT - Wide Ocean Views-Huge Decks-Yaks/SUPs-Dock THERE ARE SOME HOMES WITH OCEAN PEEKS OR PARTIAL VIEWS THRU THE TREES, BUT FOR PANORAMIC UNOBSTRUCTED OCEAN VIEWS - FROM INSIDE AND OUT - THERE IS ONLY ANGLERS REEF 140! See our many REVIEWS, which tell it all! Our home is known as "Aqua Vistas" and for good reason: THE OCEAN VIEWS DON'T GET ANY BETTER THAN FROM THIS HOME - inside from every room and outside from the two covered wraparound decks that offer OVER 700 SQFT of outdoor living area! Although the Anglers Reef community is oceanfront, we are one of only 5 truly OceanFRONT HOMES in the community, and the only rental with unobstructed ocean views. See the community layout in the photo gallery for our QUIET corner location away from highway traffic noise, pool noise, and the late night music from Hog Heaven on the other side of the community.AND WE CAN PROVIDE A BOAT SLIP FOR YOUR STAY IF DESIRED.ANGLER'S REEF is a boutique gated community of 52 ho

Located in Tavernier, Florida, United States. Sunset Peninsula—a multi-family, original, Florida Keys waterfront retreat! Welcome to the Sunset Peninsula! This gated, multi-family compound is perfect for those traveling in larger groups with family and/or friends who want to share great memories while maintaining their privacy. This unique and private tropical oasis welcomes all guests with lush vegetation uniquely indigenous to our fragile ecosystem. The paved driveway adds appeal and functionality, making parking for all an easy convenience. Beyond the gate, you will notice a private half ramp where small boats, jet skis, or kayaks could be launched. Often referred to as the "cruise-ship shaped" house, this solidly built, all concrete home, offers a 3 bedroom/2 bath main house (2/1 up, 1/1 master quarters down), and a separate, recently renovated 2/2 ground level/ranch style apartment. For chefs who wish to indulge their guests, the property is equipped with 2 full kitchens and a small galley. The roof top deck imparts a great

Located in Tavernier, Florida, United States. Penthouse view - Futura Yacht Club #604 Condo #604, 3 Bedrooms, 2.0 Baths, (Sleeps 6)Enjoy penthouse views of the fabulous blue waters of the Atlantic and Florida Bay-- all from the comfort of your own three bedroom, two bath condo. This condo can sleep 6 comfortably and features a kitchen with every convenience you might require. The master bedroom has a king size bed, bath with clothes hanging rack. The second bedroom has a queen size bed, closet and attached bath with shower. The converted third bedroom, off of kitchen, has a full bed.Heated swimming pool with Tiki Bar, lighted tennis courts as well as plenty of beautifully landscaped property for walking are all available within this safe gated complex. Relax seaside at the sandy beach and view the fabulous sunsets every evening from our penthouse balcony.For you boaters, Futura Yacht Club offers the best deep water dockage and on site boat ramp in the area. Rental does not include boat slip. However, pending availability, other sl

Located in Islamorada, Florida, United States. Relax in this beautiful townhome overlooking the sparkling Atlantic Ocean Windy Cove #1 - Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features three bedrooms and two bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak up the sun on the beach under a palm tree, or wake up early to catch a sunrise from your own balcony overlooking the water. 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 License# 24-0384 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.Please note: before proceeding with your booking, kindly review the following infor

Located in Islamorada, Florida, United States. Swim with Dolphins in the Florida Keys! FREE Breakfast & Parking, Marina, Pool! Each furnished room features premium bedding and free Wi-Fi access. Our pet-friendly private beach resort has its boat ramp and parking (for an additional charge). A heated pool with panoramic Ocean Views and lawn games on the terrace makes it the perfect place to soak up some sun. Guests enjoy a daily continental breakfast, complimentary self-parking, bike rentals, stand-up paddle boards, kayaks, and outdoor barbecue facilities. 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 USD 50 /night/unit (plus taxes) 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 arrival.- Following property rules, the minimum age required for check-in is 21 years old;We're

Located in Islamorada, Florida, United States. Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal Vacation Rental License No VR-001 WEEKLY RENTALLocated on the peaceful upper Keys, in Islamorada, this home is situated in the quiet residential neighborhood of Venetian Shores MM 86. Immediate access to ocean and Bay side off of Snake Creek. Islamorada is is just 75 miles from Miami and 86 miles from Key West. The average temperature is 80 degrees and 78 degrees for the water. Islamorada sits between the clear waters of the Florida Bay and the Gulf of Mexico, it is bestowed with a Coral Reef three to five miles offshore that is filled with spectacular life. Two story homeThis 3 bedroom, 3 bath, private home is equipped with many extras including this heated (at 80-82 degrees) swimming pool that is partially shaded so you can enjoy floating with a cool drink leisurely. WIFI ready. This vacation gem boasts large rooms furnished in rattan and decorated with a tropical flair. You can see this view from the livi

Located in Islamorada, Florida, United States. Ocean View Condo is a Fisherman's Paradise in Islamorada This spacious two bedroom, two bath condominium overlooking the ocean is located on a quiet 12 acre private gated community. Includes a 30 foot boat slip in a protected marina with direct access to the ocean. Eat in kitchen with breakfast bar open to living area that looks out over the water. Expansive patio for open air dining or lounging. Main bedroom has an ocean view, opens to screened patio, a king sized bed, private bath with soaking tub and walk in shower. The split floor plan design provides a private additional bedroom with a spacious bathroom. Ideal for remote workers, retirees wishing to spend winter in a warm, sunny locale or families looking for an adventurous escape. Large heated community pool and hot tub. Lighted tennis courts. Onsite boat ramp. Club house features a large community room and full gym. Outdoor covered dining area with picnic tables, a gas grill, and ice machine.

Located in Islamorada, Florida, United States. Florida Keys Tour! Private Beach Access with Marina! Pets Allowed, FREE Parking Each furnished room features premium bedding and free Wi-Fi access. Our pet-friendly private beach resort has its boat ramp and parking (for an additional charge). A heated pool with panoramic Ocean Views and lawn games on the terrace makes it the perfect place to soak up some sun. Guests enjoy a daily continental breakfast, complimentary self-parking, bike rentals, stand-up paddle boards, kayaks, and outdoor barbecue facilities. 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 USD 50 /night/unit (plus taxes) 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 arrival.- Following property rules, the minimum age required for check-in is 21 years old;We're

Located in Islamorada, Florida, United States. Sportfishing in Florida Keys! FREE Parking, Pets Allowed, Pool, Bike Rentals! Each furnished room features premium bedding and free Wi-Fi access. Our pet-friendly private beach resort has its boat ramp and parking (for an additional charge). A heated pool with panoramic Ocean Views and lawn games on the terrace makes it the perfect place to soak up some sun. Guests enjoy a daily continental breakfast, complimentary self-parking, bike rentals, stand-up paddle boards, kayaks, and outdoor barbecue facilities. 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 USD 50 /night/unit (plus taxes) 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 arrival.- Following property rules, the minimum age required for check-in is 21 years old;We're de