Vacation Rentals By Owner In Islamorada, FL

Welcome to our beach house located in the heart of Islamorada. Just a short drive from the best restaurants, bars, state parks, dive boats, and fishing charters! This townhouse is the perfect destination for those who love the bounty and beauty of the ocean.brbrYou would be able to enjoy of the tennis court, pool, shuffle board, pickle ball, tiki hut with picnic area, charcoal grill, boat ramp, boat storage, dock, our 2 ocean kayaks, BBQ, and private ping-pong table!brbr*Boats must be 25' 00 feet or less* brbrFeel free to contract us with any questions about your stay. brbr

Beautiful Beach Home

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(21)

$644.02

Beautiful views from this condo dock 32 available-brUnit C109 License Number: VR-194brbrBay Harbour is a gated community located at MM 77.5 bayside in Islamorada, FL.brbrWe are new owners of this condo that has never been in the rental pool. (that is why few reviews)brComplete remodel with no expense spared! brbrThe location is quiet with the most beautiful blues and greens to make you feel like you have arrived in paradise, without actually leaving the country.brbrThis Immaculate and spacious three bedroom condominium has plenty of room to spread out with gourmet kitchen and exquisite ocean views!brbrThe Great room has expansive glass doors overlooking the ocean, queen sleeper sofa and large flat panel tv.brbrFully equipped gourmet kitchen has stainless appliances and Quartz counters. There is a full-size washer and dryer right in the condo. , Wi-Fi, scanner, printer, just bring your laptop.brbrWatch the sunrise in the morning and manatees in the afternoon, from your private screened terrace. Take a dip in the pool or relax in the spa. . All this plus private deep water protected 31'dock with lift (please note $300 dock fee).br$700 per week holiday rate for slip.brbrAcross the street is a walking, fishing, kite boarding, windsurfing beach. Within a mile is beautiful Anne's beach. Rent a boat, kayaks or paddle board, and it can be delivered right to your 31' boat dock with lift.brbrDockage is $300 per week. Sorry no trailer parking on site. (try Seabird marina).brbrLocated in the heart of the Florida Keys at mile marker 75 in famous Islamorada. Here you’ll find your perfect vacation retreat for your “Keys Getaway”. Largest sport fishing fleet in the world, outstanding restaurants, beautiful reefs and local watering holes await you.brbrWhether your sport is fishing the deep water or the back country shallows, diving or snorkeling the beautiful reefs, sailing, kayaking, parasailing, windsurfing, or kite boarding, we have it all.brbrBoat/Fishing: private deep water dock, water, electricity fish cleaning stations, locked storage closet for your gear near dock with freezer, light fishing equipment for those flying in.brbrWe are licensed with the State of Florida and Monroe County. As well as the Village of Islamorada: License Number: VR-194

Condo

Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK

Islamorada, Florida, United States

Bed

Bath

Sleeps

$715.17

Located in Islamorada, this charming four plex offers 2200 sq ft of living area 3 bedrooms: 1 king bed, 2 double bed, and 2 bunk bed. With 2 bathrooms equipped with hair dryers and showers, guests can relax and unwind after a day of exploring. Enjoy water views of both the Gulf and the Atlantic Ocean from multiple rooms throughout the cond. Take advantage of an onsite boat ramp for easy water access. The property is located near a variety of popular restaurants and waterfront dining spots.

Waterfront property with beautiful sunsets views!

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(22)

$974.6

Summary:brIndulge in breathtaking ocean vistas from every living level, complemented by an inviting waterfront pool!brbrThe Space:brEscape to an exquisite oceanfront sanctuary where style meets serenity! Discover the allure of this magnificent 4-bedroom, 4-bath, 2700 square foot custom home in the breathtaking locale of Islamorada. Immerse yourself in the sheer beauty of the azure ocean views that greet you from every corner of this stunning residence. Begin your mornings with a cup of coffee on one of the oceanfront balconies, basking in the captivating sunrise as it paints the horizon.brbrElevate your stay with the convenience of an elevator granting access to all three living levels. The ground floor offers storage, two parking spots, and easy entry to the community. The second floor boasts a chef's dream kitchen, complete with a gas Wolf stove, expansive dining and living areas, a spacious oceanfront balcony, and the first of four luxurious bedrooms. Ascend to the third floor, your sanctuary of slumber. The magnificent master suite overlooks the ocean and features a private oceanfront balcony, inviting you to savor the mesmerizing views. Awaken to the splendor of a vibrant sunrise and the turquoise waters of Islamorada! The master suite also offers a business nook, a generous closet, a California King-size bed, and a grand private bathroom with an oversized soaking tub, double vanity, and a separate walk-in shower. The two additional guest bedrooms on this floor are equally indulgent, each adorned with a king-sized bed and an en suite bath.brbrDelight in the wonders of nature and the sea with complimentary paddle boards and kayaks, allowing you to explore the nearby Indian Key Island and Park, a haven waiting to be discovered. After a day of adventure, bask in the sun at the temperature-controlled waterfront pool, where you can lounge while gazing out over the mesmerizing ocean.brbrStep outside the front door, cross the street, and within moments, you'll find yourself boating in prime fishing waters, teeming with tarpon and other impressive catches. Alternatively, venture into the backcountry for a chance to encounter award-winning snook. Dive enthusiasts will be enthralled by the nearby coral reefs, where they can witness the graceful movements of sea turtles and vibrant schools of fish darting among the living corals, providing unparalleled underwater experiences that define the essence of the Keys.brbrIndulge your taste buds at the array of local island restaurants just a stone's throw away. Alternatively, allow us to recommend private chefs who will gladly prepare your next delectable meal. Once you experience the sheer magic of this retreat, leaving will be the hardest part. We eagerly await the opportunity to host your unforgettable Florida Keys vacation. For any inquiries, please submit a request, and our dedicated team will promptly assist you!brbrThis home is managed by The Florida Keys Rental Store. For recommendations or things to do while in the keys, we have all the information you could need. Over 20 years in the business, we know what it takes to make your trip the best one yet!brbrbrNotice to Guests:brbrTarpon Point is not a rental community or resort. The homes are private homes and are the private property of the owners, some of whom live there full time. You need to be aware that you are sharing common areas with owners of the Tarpon Point Community. As a guest, it is imperative you ensure all of your party are respectful of both the private property in and around each home and respectful in your use of the common areas. There is a strict 8 person max occupancy, which includes children and visitors.

Egret House @ Tarpon Point

Islamorada, Florida, United States

Bed

Bath

Sleeps

$278.95

Escape to a serene 1-bedroom hotel in Islamorada. This cozy retreat features 2 full bed, perfect for a couple's getaway. With AC to keep you cool and a refreshing shower in the bathroom, your stay will be nothing short of enjoyable. Our place is equipped for both long or short stays to make your holiday one to remember.

Hotel

Room #4 in Charming hotel in delightful Islamorada with AC

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$565.23

Welcome to your oceanfront Florida Keys vacation rental in the heart of Islamorada!brThis luxury 3-bedroom, 3-bath townhouse at Peaceful Palms offers the perfect blend of comfort, style, and location for your next tropical escape. From peaceful sunrises over the Atlantic to private dock access and a resort-style oceanfront pool, everything is here to help you relax and recharge.brbrStep into a bright, open living space with coastal-inspired décor, a fully stocked kitchen, and private balconies with ocean views. With three full bathrooms (two en suite), this family-friendly retreat is ideal for couples, small groups, or even those working remotely in paradise.brbrWhat You'll Love:brOcean views from the master suite and private balconybrbrPrivate boat slip (up to 25’; reserve in advance) with shore power, water hookup, dock ladder & fish cleaning stationbrbrWalk-down launch area for kayaks and paddleboardsbrbrResort-style oceanfront pool and outdoor showerbrbrPet-friendly with prior approvalbrbrFast Wi-Fi, Smart TVs, Keurig with coffee pods, washer/dryer, hotel-quality linens and towelsbrbrGated community with quiet hours (10 PM–9 AM) and lush, tropical landscapingbrbrWalk to 7+ restaurants, bars, coffee shops, and local shopsbrbrClose to fishing charters, snorkeling tours, Robbie’s Marina, and paddleboard rentalsbrbrKnow Before You Go:br7-night minimum staybrbrMaximum 2 vehicles (1 in garage, 1 in driveway)brbrTrailer parking available with advance noticebrbrNo boat launching on-sitebrbrNo glass in the pool areabrbrWhether you're here to fish, paddle, explore, or simply unwind, this Islamorada townhouse is the ideal home base for your next boating vacation, family getaway, or romantic retreat.brBook your stay at Peaceful Palms today—where sunrise views, dock days, and lasting memories await.

Oceanfront Islamorada Townhome- Private Dock, Pool & Pet-Friendly

Islamorada, Florida, United States

Bed

Bath

Sleeps

$657.28

PROPERTY NAME: Little Bay Upper Duplexbr82246 Overseas Highway, Islamorada, FloridabrbrLOCATION: Upper Duplex located directly on the Florida BaybrMINIMUM STAY: Weekly or MonthlybrbrMILE MARKER: 82.2brbrDETAILS: br- Located on a one-acre lush tropical setting in a gated compound directly on Florida Baybr- One of 3 separate units for rent by the week or month, each sleeping up to 6 peoplebr- Protected dockage for up to a 34-foot boatbr- Sunning area with lounge chairs on the peninsulabr- Hammocks, pergola, and tiki for relaxingbr- Panoramic views of Florida Bay from the covered balconybr- Spacious interior with 2 bedrooms, 2 bathrooms, and a queen-size sleeper sofabr- Updated kitchen with new appliances and granite countertopsbrbrThis vacation rental is the perfect place to relax and enjoy the beauty of Florida Keys. With its protected dockage, you can safely moor your boat and enjoy all the water activities the area has to offer. Or simply relax on the sunning area or in one of the hammocks and soak up the sun. When it's time to head indoors, the Upper Duplex has everything you need for a comfortable stay. The spacious bedrooms and bathrooms are perfect for families or groups of friends. And the updated kitchen is well-equipped for cooking your own meals.brbrWhether you're looking for a relaxing weekend getaway or a family vacation, Little Bay's Upper Duplex is the perfect place to stay. Book your stay today!brbrSleeping Arrangements: Sleeps 6 comfortablybrPrimary Bedroom: King + (Murphy Twin) ShowerbrGuest Bedroom: 2 Twins + Sleeper Sofa Shower/Tub CombobrbrAmenities Include: Dockage for up to a 34 ft boat, Charcoal grill, Hammocks, Pergola, Swim and Snorkel in the bay. There is also Cable TV, WiFi, washer and dryer, air conditioning and free parking. brbrActivities: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. Near by, there is John Pennekamp Coral Reef State Park, Theater of the Sea, Robbie's Marina and Islamorada Fishing Pier.brbrENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.

2nd Floor Duplex on Gated Bayfront Property

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$1967.97

PROPERTY NAME: Little Bay Compoundbr82246 Overseas Highway, Islamorada, FloridabrbrLOCATION: Cottage and Two Story Duplex Located Directly on the Florida BaybrbrMINIMUM STAY: Weekly or MonthlybrbrMILE MARKER: 82.2brbrDETAILS: br- Special pricing for renting all three unitsbr- Located on a one-acre lush tropical setting in a gated compound directly on Florida Baybr- One of 3 separate properties for rent by the week or month, each sleeping up to 6 peoplebr- Protected dockage for up to a 34-foot boatbr- Sunning area with lounge chairs on the peninsulabr- Hammocks, pergola, and tiki for relaxingbr- Panoramic views of Florida Bay from the covered balconybr- Spacious interior with 6 bedrooms, 6 bathrooms, and 2 queen-size sleeper sofasbr- Updated kitchen with new appliances and granite countertopsbrbrLittle Bay Estate offers three rental properties: Little Bay Cottage, Little Bay Upper, and Little Bay Lower. Each unit has 2 bedrooms, 2 bathrooms, a kitchen, laundry, and living area.brLittle Bay Cottage is a ground-floor dwelling separate from the duplex units. It has a unique floor plan with the main living area in the center of the house, with a kitchen, dining area, sitting area, and full bathroom. To the right is a large bedroom with a king bed and full bathroom. The laundry area with a full-size washer and dryer is also located in this room. To the left of the living area is an enclosed sunroom that can be used as a second bedroom at night. The sofa in the sunroom converts to a queen-size sleeper, and there is also a twin-size Murphy bed. The cottage offers a little more privacy than the duplex units, but it does not have water views.brbrLittle Bay Upper and Lower are two duplex units located across from the parking area. Each unit sleeps up to 6 people and has a covered patio or balcony with beautiful views of the grounds and basin. The lower unit has a queen-size sleeper sofa in the living area, while the upper unit has a queen-size sleeper sofa and a covered balcony. Both units have updated kitchens and central air conditioning.brbrAll three units are located on an acre of lush tropical plantings in a gated compound directly on Florida Bay. They are available for rent by the week or month. Protected dockage in the little bay can accommodate boats up to 34 feet long. All units have WiFi and flat-screen TVs in the living room. Property is professionally managed by Keys Holiday Rentals.brbrSLEEPING ARRANGEMENTS: Sleeps 12-14 brCottage Primary Bedroom: King, ShowerbrCottage Guest Bedroom: Queen Sleeper Sofa, ShowerbrLower Primary Bedroom: King Bed Shared Bathroom with Shower brLower Guest Bedroom: Queen Sleeper Sofa and Twin Murphy BedbrUpper Primary Bedroom: King+ Murphy(twin), ShowerbrUpper Guest Bedroom: 2 Twins+ Sleeper sofa, Shower/Tub CombobrbrAMENITIES INCLUDE: Dockage for up to a 34 ft boat, Charcoal grill, Hammocks, Pergola, Swim and Snorkel in the bay. There is also Cable TV, WiFi, washer and dryer, air conditioning and free parking. brbrACTIVITIES: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. Near by, there is John Pennekamp Coral Reef State Park, Theater of the Sea, Robbie's Marina and Islamorada Fishing Pier.brbrENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.

Entire Compound on Gated Bayfront Property

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$448.42

Located in the heart of Islamorada, our home sits on a private road with beach access. Enjoy 3 bedrooms with en-suite baths, chef's kitchen with Wolf and Subzero appliances, deck with dining table and seating, pool with tiki hut and tropical surroundings, even a putting green! Bike or walk to the best food and shops. This house is the perfect place to spend a month in paradise!brbrEnjoy secluded outdoor areas, great sunsets, excellent location by the best restaurants the keys has to offer and great quiet neighborhood of long term owners. Feel like a local here!

Turtle House Islamorada - 3 Bed/3 Bath Pool Home, Private Beach, Best Location

Islamorada, Florida, United States

Bed

Bath

Sleeps

$157.5

OCEAN VIEW, tiki covered rooftop deck, with concrete stairway.Escape to beautiful ocean views, sunrises / sunsets, in a charming refreshed, 1/1 house in Islamorada. brRelax in the cozy living room with a sofa perfect for unwinding after a day of exploring. brThe bedroom features a comfortable queen bed, ensuring a restful night's sleep. brEnjoy the convenience of a private bathroom with a refreshing shower. brFall in love with Islamorada, and enjoy the magic it has to offer. brNeighborhood walk on Jetty , surrounded by ocean on 3 sides, views of Islamorada sand bar, and Alligator Reef Lighthouse tower.brNeighborhood boat ramp to launch kayaks, paddleboards.brClose to waterfront restaurants & bars, live entertainment.brVery close to Founders Park, charter boating, can fish ocean, or gulf side waters.brbrSEASONAL RENTAL-brbrAvailable after 10/15/26. 20TH -30 NIGHT MINIMUM STAY @ $110.00 PER NIGHTbrLONG TERM RENTAL - 6 months to 12 month stay, $2,500.00 per monthbrHOA Approval required(minor background checks)

OCEANVIEW, ISLAMORADA - newly refreshed concrete conch cottage & tiki

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(5)

$2039.57

Peninsula Villa | Boat Dock | Heated Pool | Sunset Point

Islamorada, Florida, United States

Bed

Bath

Sleeps

$1315.53

PROPERTY NAME: Little Bay Primebr82246 Overseas Highway, Islamorada, FloridabrbrLOCATION: Two story Duplex Located Directly on the Florida BaybrbrMINIMUM STAY: Weekly or MonthlybrbrMILE MARKER: 82.2brbrDETAILS: br- Located on a one-acre lush tropical setting in a gated compound directly on Florida Baybr- One of 3 separate properties for rent by the week or month, each sleeping up to 6 peoplebr- Protected dockage for up to a 34-foot boatbr- Sunning area with lounge chairs on the peninsulabr- Hammocks, pergola, and tiki for relaxingbr- Panoramic views of Florida Bay from the covered balconybr- Spacious interior with 4 bedrooms, 4 bathrooms, and 2 queen-size sleeper sofabr- Updated kitchen with new appliances and granite countertopsbrbrLittle Bay Prime is a two-story duplex with a unique floor plan. Both the lower and upper duplexes have 2 bedrooms, 2 baths and their own kitchen, laundry and living area. Plus, the balcony on the second floor has incredible views of the Bay! The Little Bay property includes three rentals on an acre of lush tropical plantings in a gated estate located directly on Florida Bay. The units are available for rent by the week or month. Each unit sleeps up to 6 people, so you can rent one or all of them for a family reunion. Protected dockage in the little bay can accommodate boats up to 34 feet long. There is also a sunning area with lounge chairs on the peninsula, as well as hammocks, a pergola, and a tiki hut. All of the units have central air conditioning, a flat-screen TV in the living room, and WiFi. Property is professionally managed by Keys Holiday Rentals.brbrSLEEPING ARRANGEMENTS: Sleeps 8-10brLower Primary Bedroom: King Bed Shared Bathroom with Shower brLower Guest Bedroom: Queen Sleeper Sofa and Twin Murphy BedbrUpper Primary Bedroom: King+ Murphy(twin), ShowerbrUpper Guest Bedroom: 2 Twins+ Sleeper sofa, Shower/Tub CombobrbrAMENITIES INCLUDE: Dockage for up to a 34 ft boat, Charcoal grill, Hammocks, Pergola, Swim and Snorkel in the bay. There is also Cable TV, WiFi, washer and dryer, air conditioning and free parking. brbrACTIVITIES: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. Near by, there is John Pennekamp Coral Reef State Park, Theater of the Sea, Robbie's Marina and Islamorada Fishing Pier.brbrENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.

Complete Duplex on Gated Bayfront Property

Islamorada, Florida, United States

Bed

Bath

Sleeps

$658.41

PROPERTY NAME: Little Bay Lower Duplexbr82246 Overseas Highway, Islamorada, FloridabrbrLOCATION: Duplex located directly on the Florida BaybrbrMINIMUM STAY: Weekly or MonthlybrbrMILE MARKER: 82.2brbrDETAILS: br- Located on a one-acre lush tropical setting in a gated compound directly on Florida Baybr- One of 3 separate units for rent by the week or month, each sleeping up to 6 peoplebr- Protected dockage for up to a 34-foot boatbr- Sunning area with lounge chairs on the peninsulabr- Hammocks, pergola, and tiki for relaxingbr- Panoramic views of Florida Baybr- Spacious interior with 2 bedrooms, 2 bathrooms, and a queen-size sleeper sofabr- Updated kitchen with new appliances and granite countertopsbrbrThis vacation rental is the perfect place to relax and enjoy the beauty of Florida Keys. With its protected dockage, you can safely moor your boat and enjoy all the water activities the area has to offer. Or simply relax on the sunning area or in one of the hammocks and soak up the sun. When it's time to head indoors, the Lower Duplex has everything you need for a comfortable stay. The spacious bedrooms and bathrooms are perfect for families or groups of friends. And the updated kitchen is well-equipped for cooking your own meals.brbrWhether you're looking for a relaxing weekend getaway or a family vacation, Little Bay's Lower Duplex is the perfect place to stay. Book your stay today!brbrSleeping Arrangements: Sleeps 6 comfortablybrPrimary Bedroom: King + (Murphy Twin) Shower/Bath CombobrGuest Bedroom: Queen + Sleeper Sofa ShowerbrbrAmenities Include: Dockage for up to a 34 ft boat, Charcoal grill, Hammocks, Pergola, Swim and Snorkel in the bay. There is also Cable TV, WiFi, washer and dryer, air conditioning and free parking. brbrActivities: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. Near by, there is John Pennekamp Coral Reef State Park, Theater of the Sea, Robbie's Marina and Islamorada Fishing Pier.brbrENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.

Gated Estate Duplex on the Bay with dockage

Islamorada, Florida, United States

Bed

Bath

Sleeps

$487.77

Rare opportunity to rent this 2 bedroom / 2 full bath beach bungalow complete with a living room with a pull out sleeper couch, full eat in kitchen, washer/dryer, relaxing porch, and just steps from a private beach with an amazing sunset every night!brBedroom one has a queen bed, tv, and full bathroom. Bedroom two has two twin beds that you can push together to make a king. There’s also another full guest bathroom in the hallway. Full eat in kitchen with everything needed to cook and save money on your vacation. Living room has a sleeper couch and tv. There are charcoal BBQ grills downstairs in each unit along with a private washer/dryer and storage area for all of your swimming and fishing equipment in each unit. This relaxing small 20 unit resort which is on the bay side has a pool, hot tub, fishing pier, boat ramp, boat dock (boat slip included in rental so contact me if you’ll be bringing a boat), there are also kayaks and bikes free to use and you will absolutely love it here!! brbrThese are the only dates I have available. Due to a cancellation it’s heavily discounted and available only June 28-July 5 2025. Feel frse to message me with any questions or offers.

Hotel Resort

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(5)

$703.46

A 75' bulkhead on the main exit channel 3 houses from the bay.brPrivate boat slip in the neighborhood you can put your own boat with water accessbrPrivate access to the beach with picnic tables and dedicated swim area with no boat access to protect swimmers.brNearest boat ramp is 2 blocks down from the housebrbrLocated 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.brbrStep 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 covered outdoor space that can be used for dining, relaxing or escaping the Florida sun.brbrBring your boat, kayaks or enjoy the two paddle boards provided and take advantage of the 75’ of private dockage and 12,000 lb boat lift. Casa Del Pirata is only four houses in from the Florida Bay and just a short boat ride to Channel 5 bridge for easy oceanside access.brbrPort Antigua is a highly sought after community in Islamorada as it is known for its wide canals, boat ramp, and infamous bay front white sandy beach with tiki huts and picnic tables. These are private amenities and are only accessible by Port Antigua homeowners and guests.brbrThis home is located on the island of Lower Matecumbe Key. Just 5 minutes north is the world famous Robbies, which offers fishing and snorkel charters, a restaurant and bar, shops, parasailing, kayaks and paddle board rentals. You can even hand feed the enormous tarpon! Habanos is another local favorite, where you can experience oceanfront dining and classic Cuban cuisine. Downtown Islamorada is only 10 minutes north and offers endless restaurants, breweries, shopping, activities and grocery store. Key West is a beautiful 1.5 hour drive south.

Cozy canal in the Keys - leads directly into crystal blue ocean!

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(21)

$779.9

Forget your worries in this private water front home.brbrThis private two family home is ideal of large fishing groups and multi-generational families who want separate living spaces. Four total bedrooms, two upstairs and two downstairs with bunk beds on both floors offers optimal space for larger groups. brbrHome offers a large 40 foot ocean side canal space with boat lift (max boat weight at 15,000 lbs) you can park your boat. We have an outdoor bait freezer, ice machine, and cut station. Everything you need for the seasoned fishermen and fisherwomen. If you need a boat charter, look no further, we offer that too! We will pick you up at the home with our beautiful charter boat. bigdavechartersandtours.combrbrThe home has a private pool with at tiki hut that has a smart TV you can enjoy your favorite programs while observing wildlife in the canal. We have frequent manatee and dolphin sightings! brbrThe home has two full kitchens and grill and a cut station you can make full use of after a long day of fishing. brbrThe home offers a large driveway that can fit up to four cars or three cars and a boat trailer. brbrWe are 2 hours from Key West and 1 hour from Miami. It is a premiere spot regardless of what your trip goals are, there is something for everyone. brbrBook our website fishing & excursions bigdavechartersandtours.com

Waterfront home in the heart of the fishing capital of the world.

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$1719.9

Private Beach / Private overwater dock / Heated Pool / Mahi Key

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$869.09

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Islamorada, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$500.95