Vacation Rentals By Owner In Islamorada, FL

Showing 715 Of 715 Vacation Rentals

$624.35

Paradise Retreat

Islamorada, Florida, United States

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 dock, but a boat on a lift which will remain on the property unless you need the entire dock, then an additional fee will be applied. Please inquire before reserving if additional dock space is necessary. For more information please conact me at Agueracarlos@gmail.com. Thank you!

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Bath

Sleeps

Exceptional(5)

$627.99

/ Nightly

Private Vacation Home

Charming 3BR canal home in Islamorada, perfect for your tropical getaway!

Islamorada, Florida, United States

Located in the highly desirable Venetian Shores neighborhood, this canal-front home offers quick access to both the Ocean and Florida Bay via Snake Creek — ideal for boating and fishing enthusiasts.brbrUpstairs features a comfortable two-bedroom, one-bath layout with a screened porch just off the living room, perfect for relaxing after a day on the water.brbrDownstairs offers a separate one-bedroom, one-bath apartment complete with its own full kitchen and living area — a great setup for extended family or guests.brbrThe property boasts 70 feet of dockage, providing plenty of room for your boat and easy access to open water.brbrMany of our guests return year after year to enjoy this location and setup.brbrPlease note: Reservations are not confirmed until you have spoken directly with our office.brVR#- 24-0377 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.brbrPlease note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

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Bath

Sleeps

Exceptional(1)

$184.97

/ Nightly

Private Vacation Home

Classic 2 bedroom, 2 Bath Islamorada Home with Dockage

Islamorada, Florida, United States

** 60 day minimum in peak season (January- March)brbrEnjoy the timeless charm of Old Salt Retreat. brbrThis cozy and classic 2 bedroom, 2 bath canalfront home is thoughtfully appointed with all the essentials. Offering a warm and inviting living space, fully equipped kitchen, comfortable bedrooms and a spacious Florida Room overlooking the canal. brbrThe property offers 65 feet of deepwater dockage with easy access to world-class fishing and diving spots. Enjoy backcountry fishing right in your backyard or hop over to the oceanside via Channel 5 Bridge. brbrThe Port Antigua neighborhood is one of the best in Islamorada, offering private access to a stunning sandy beach with crystal-clear waters, perfect for swimming, sunbathing, and unforgettable sunsets. Plus, the neighborhood boat ramp provides convenient access for launching your boat with ease. brbrLocated in one of Lower Matecumbe's favorite neighborhoods, Old Salt Retreat is only minutes away from downtown Islamorada and Marathon.brbrBook now and experience the charm of a classic Islamorada vacation in a neighborhood that has it all.

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Sleeps

$691.09

/ Nightly

Private Vacation Home

Beautiful Pool Home located in Port Antigua

Islamorada, Florida, United States

PROPERTY NAME: Casa Marbr115 Ponce de Leon Blvd, Islamorada, FloridabrbrLOCATION: Bayside Canal home located in the popular Islamorada neighborhood of Port AntiguabrbrMINIMUM STAY: 28 DaysbrbrMILE MARKER: 74.5brDETAILS:Stunning two-story, 3-bedroom resort-style, professionally decorated home. Inside, you'll find a modern and welcoming home with tiled floors, comfortable furniture, and lots of attractive décor and personal touches.br brThe beautiful, modern kitchen has stainless steel appliances. The center island is great to prepare wonderful meals. The incredible kitchen is fully equipped and has a fabulous view out the window. Enjoy your meals at the dining room table with seating for six with gorgeous water views.br brThe three large bedrooms are all furnished with king-size beds. The main suite has a large walk-in shower and a separate jetted tub. Want to sleep in late The main suite has black-out curtains! Relax and enjoy the canal view while sipping your morning coffee or tea from the main bedroom's screened-in balcony.br brWalk out to your tropical paradise. The home is professionally landscaped providing privacy for your enjoyment while relaxing in the lounging area. An outdoor shower, with hot and cold water, is available for rinsing off upon return from the beach or just to cool off and refresh. You can take a walk along the private beach and enjoy a dip in the calm, clear waters. The beach has several chickee huts with charcoal grills for the enjoyment of beachgoers.br brThis is the perfect Keys home located in the heart of Islamorada in the sought-after Port Antigua community close to all kinds of fun activities like swimming, snorkeling, fishing, restaurants, and bars and with access to a beautiful, homeowner's private beach. No children under the age 12 and No smoking on PropertybrbrSLEEPING ARRANGEMENTS: Sleeps 6 comfortablybrPrimary Bedroom: King Bed Private Bathroom with Shower and Whirlpool Tub/Double VanitybrGuest Bedroom: King Bed Shared Bathroom with Shower/Tub Combo/Single VanitybrGuest Bedroom: King Bed Shared Bathroom with Shower/Single VanitybrbrAMENITIES INCLUDE: This home features dockage on a wide, deep-water canal. It can accommodate boats with maximum length of 24 Feet and a 5 foot draft. For your convenience, there is Wi-Fi, a washer and dryer. Gas BBQ Grill and an Enclosed outdoor shower with hot water,brACTIVITIES: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. If you run out of things to do, Miami is only 83 miles away. brENHANCED 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.

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Sleeps

Exceptional(2)

$176.51

/ Nightly

Private Vacation Home

Sunsets at Islamorada, Florida Keys. 2/2 Townhome at Executive Bay Club

Islamorada, Florida, United States

Conveniently located 2 story bayside townhome at Executive Bay Club. Mile Marker 87.2. - Aprox. 1300 sq. ft. - 2 bedrooms on the second floor. Bedroom 1 (1 King bed). Bedroom 2 (1 Queen bed and 3 twin beds). 2 Full bathrooms (one upstairs and one downstairs). Large living room and dining room in addition to breakfast area. Fully furnished. Tile floors. Fully stocked Kitchen and appliances. WI-FI and HD TV’s (2). Washer and dryer IN the unit. Private Outdoor Patio Set and BBQ. - 1.5 hour drive from Miami Int. Airport. 24 hour security w/gate. Ample parking.brUnit is adjacent to a recently renovated heated pool and recently renovatedbrclubhouse w/tiki huts. Two-minute walk to sand area from the unit and newbrdock w/breathtaking sunsets. The unit is behind the tennis/pickleball/basketball court. Complex is adjacent to public community park. (Founders Park) and 4 miles from major grocery stores and pharmacy as well as first class hospital. Close to the best restaurants in the Keys.

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Sleeps

Exceptional(17)

$144.27

/ Nightly

Villa

Exec Bay w/heated Pool, Marina, Beach, Pets ok, Tennis/Pickleball

Islamorada, Florida, United States

Come and relax at our beautiful Executive Bay Club (EBC) townhouse T2 in the “T” building. EBC is located in Islamorada, mile marker 87, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis/pickleball courts, a swimming pool, a clubhouse, a private beach area and a fishing dock. The waters are filled with abundant marine life, ideal for snorkeling. brbrBONUS with your rental agreement you have free access to Founder`s Park next door where you can enjoy the beach and snorkeling, etc. They often have free concerts and other free events too. The park has trails for running, walking and biking and more!brbrIf you would like to bring your boat your can dock it at Founders Park for a reasonable fee, which is right next door to the Executive Bay Club. NO docking allowed at the EBC marina. brbr***Small dogs allowed with pre-approval by owner. Max 2 dogs, weighing no more than 20lbs each. And the condo association requires that each pet be registered with them. brbrAccommodation - Sleeps 6 - Bedrooms are upstairsbrMaster Bedroom:br- King Size Bedbr- Flat Screen TVbrSecond Bedroom:br- Queen Size Bedbr- Flat Screen TVbr- Loft bedroom (Has very a low ceiling; perfect for kids) br- Two Twin BedsbrGuest Bathroom (Upstairs):br- Standup ShowerbrGuest Bathroom (Downstairs):br- Standup ShowerbrLiving Room/Dinning Room: br- Sectional Sofabr- Flat Screen TVbr- Dining Table with Seating for 6brKitchen:br- Fully equipped (all things necessary to prepare and serve a meal)br- Dinette Set with Seating for 4br- Dishwasherbr- American Coffeemakerbr- Washer & Dryerbr--------------------------------------------brAMENITIES:br- High Speed Internet (wifi) br- Outdoor Seatingbr- Electric BBQ in the front patiobr- Communal Heated Poolbr- Clubhousebr- Communal BBQ Grill & Picnic Tablesbr- Beach br- Marinabr*** NO SMOKING ***br* Toiletries, such as shampoo, conditioner, body soap, etc., will not be provided.*brYou must be 25 years or older to book this property. NO work crews allowed. Family rentals only.

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Sleeps

Exceptional(113)

$595.24

/ Nightly

Private Vacation Home

Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool

Islamorada, Florida, United States

Fabulous vacation home in the exclusive gated oceanfront community of Anglers Reef (Unit # 114) at mile marker 85 in Islamorada of the Florida Keys. Luxurious beach decor, plush furnishings, spacious accommodations that comfortably sleep 6 adults and children of all ages will feel right at home with the many kid friendly features.brOutfitted with his and her beach cruiser bikes, a pair of paddleboard/kayak crossovers, fishing equipment, pool toys, beach toys, snorkeling gear and much more, you'll have the equipment necessary to experience the Florida Keys to the fullest.brAnglers Reef is a tropical paradise, complete with two private beaches, boat dock, pool and walking paths winding through luscious palms. A relaxing getaway on the Atlantic, overlooking a stunning turquoise grass flat that the Keys are world famous for. Just a short walk to several Restaurants and Marinas, this vacation home is situated on Windley Key, which boasts the largest marine wildlife park, Theater of the Sea, where you can pet a dolphin or shake hands with a Sea Lion.brIslamorada is known as, The Sport Fishing Capital of the World, and is also a watersports mecca, with world class coral reefs to snorkel or dive within a mile of shore, a steady wind that is ideal for kite boarding, parasailing and windsurfing, and the boating and paddling opportunities are limitless. A boat slip can be arranged to be rented for an additional fee.brbrPlease note, as of Aug 1, 2024. you will no longer be able to store a trailer outside the gate on the grass any longer. we can recommend local storage lots you can contact.brbrThe abundance of 5 star reviews tell the story of this home. This is an extraordinary vacation rental in a tropical oasis setting of Anglers Reef Islamorada Florida Keys. brMake sure you watch the video below of this property too!brbrIslamorada Village of Islands Vacation Rental License No: VR227brbrPlease note: Boat slip in not included. If you need a slip, please let property manager know so she can work on a rental. Boat max 31' length and 9' height restrictions.

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Sleeps

Exceptional(12)

$1283.21

/ Nightly

Private Vacation Home

Spacious 5BR home in Islamorada, perfect for 14 guests with ocean views.

Islamorada, Florida, United States

Welcome to Alligator Reef Estate, a gated oceanfront property in Islamorada offering two homes on one beautiful waterfront parcel—perfect for larger families or groups looking to enjoy the Florida Keys together while still having their own space.brThe estate includes the Conch Home, a 3 bedroom, 2 bathroom home featuring a private fenced heated and chilled pool, outdoor kitchen and bar area, ping pong table, and bicycles for exploring the area. Just in front of it sits the Lobster Home, a comfortable 2 bedroom, 2 bathroom home that provides additional space for guests.brTogether, the property offers 5 bedrooms and 4 bathrooms, making it ideal for group vacations, family gatherings, or multiple families traveling together.brBoth homes share the beautiful oceanfront grounds which include a sandy lounging area, fire pit, observation dock, and kayaks and paddleboards for enjoying the clear waters of the Keys. Whether you're relaxing by the pool, gathering around the fire pit at sunset, or launching a paddleboard from the shore, there's something here for everyone.brAlligator Reef Estate offers the perfect balance of privacy, space, and true island living—creating a one-of-a-kind Florida Keys getaway right on the ocean. brVACATION RENTAL LICENSE: 24-0389 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.brbrIf booking more than a year in advance current prices may not reflect the annual cost of living increase. brMany of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. brPlease note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

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Bath

Sleeps

Exceptional(95)

$629.33

/ Nightly

Private Vacation Home

Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach

Islamorada, Florida, United States

Paradise is only a click away. Our 2 BR/2.5 BA conch style townhouse is available for weekly and monthly vacation rentals. Our unit has unobstructed direct ocean views, and overlooks the resort style swimming pool. Dock space is available to rent as well for boats up to 31 ft. brThis home is great for a family vacation. There is also a beach and kayaks available. Lush, tropical landscape adorns this property.

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Sleeps

Exceptional(40)

$342.33

/ Nightly

Villa

Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.

Islamorada, Florida, United States

Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a native hammock on Florida Bay. An easy 90 minute drive from Miami International Airport, this property is located in the heart of Islamorada, directly on Florida Bay. Bayside is fully air conditioned and there are ceiling fans throughout. The kitchen is modern and equipped with all the necessary appliances. The property is a nature lovers dream with resident fish, lobster, an octopus and an occasional manatee in the marina, iguanas that sun themselves by the boat basin and pelicans, egrets and osprey that fly in for periodic visits. Our boat basin can accommodate boats up to 26 feet in length and dockage is included in the rental.brbrThe property is private and secluded, away from traffic and noise, yet is convenient to many of the best restaurants and attractions in the Keys. A variety of shopping is nearby. Sunsets over the water of Florida Bay are breathtaking. Well behaved pets are welcome, please inquire.brbrBayside has a master bedroom with a king size bed and it's own bathroom. There is a second bath. There is a new queen size Murphy bed in the living room. The living room and dining area are bright and sunny. The kitchen is fully equipped with oven, range and microwave, dishwasher, icemaker, coffee pot, blender, dishes and pots and pans. A barbecue is provided to grill your fresh catch. The entertainment center has a TV with cable services, a DVD player, and stereo should it rain one afternoon. A clothes washer and dryer are provided. The marina has electric service and water, and has automatic lights at night.brbrA boat ramp is available for boats up to 20 feet. Trailer parking is included for one boat trailer. Dockage for 1 boat 26 feet or lessbrparking for 2 cars included in the rental is admission to the Islamorada Founders Park, just a short drive north to Plantation Key where you will find an olympic size pool, tennis, ball fields, and other amenities.brbrYou're minutes away from the best back country (bonefish, tarpon, permit, snook, redfish), blue water (sailfish, dolphin, wahoo, cobia) and reef fishing (grouper, snapper, yellowtail) in the entire Florida Keys. Fishing off of our jetty in the evening is a lot of fun for the kids. Magnificent snorkeling and scuba diving sites abound in the local area. A wide range of boating activities are available year round since our area of the bay is well protected. Sea Kayaking and canoeing along our shoreline is popular. Of course water skiing and knee-boarding are a hit with the kids. Local shopping for clothing, souvenirs, and fishing and boating needs is plentiful. Grocery stores are convenient. brbrThere are several local attractions if you need a day out of the sun and there are several . Key West is a day-trip away.brbrBayside is an unique place, and the people who visit, both owners and guests, feel very special about the property. The privacy is wonderful, the accommodations are new and clean, the property peaceful, and the access to the fishing is the best in the Keys, indisputably. We hope you will also find it as special as have we, and will add your name to the growing list who return to enjoy the most gorgeous sunsets and the best fishing and diving in the world.brBayside generally rents for 1 week intervals, from Saturday to Saturday. If Bayside is what you are looking for, please contact us and to reserve the dates. The reservation will be confirmed upon receiving a check for $500.00. The balance of the rental costs including tax (12.5%) are due 8 weeks before arrival.

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Sleeps

$1350.0

/ Nightly

Private Vacation Home

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Islamorada, Florida, United States

Deep water dockage & heated pool! brbrModern, clean & fresh interiors make this rental perfect. brManatees visit the dock daily - they are sweet, gentle giants!brDock is about 75’ long on and located on a protected, deep water basin seconds from open water. 2 paddle boards & 2 kayaks for guest use.brbrThis Bayside house with a gorgeous heated pool and deep water is centrally located in the heart of the Village of Islamorada. The house is walking distance to the most of what makes Islamorada so special. It is only a 1/2 block from famous Lorelei Cabana Bar & Restaurant and 1/2 block from the Casa Morada Hotel. Large open living/dining/ kitchen area overlooking a partial view of open ocean on Bayside. Back Country Fishing is minutes away as the house sits only one property from open ocean. It has 3 master suites with king each, 1 king bedroom and 1 additional bedroom with twin beds. brbrModern, clean & fresh interiors make this rental perfect. brManatees visit the dock daily - they are sweet, gentle giants!brDock is about 75’ long on and located on a protected, deep water basin seconds from open water. 2 paddle boards & 2 kayaks for guest use. The waterfront pool is heated to 86 degrees.brbrPlenty of boat trailer parking onsite.brbrTHIS PROPERTY RENTS SATURDAY TO SATURDAY - we might make exceptions but during high season we have Saturday to Saturday bookings only.brbrIslamorarda has so much to offer, amazing restaurants, aqua blue waters, incredible fishing and boating! brThe restaurants within walking distance: Lorelei Restaurant, Islamorada Beer Company, Morada Bay Beach Café, Pierre's Chef Michael's, Kaiyo Grill, Keys Brewery, Bayside Gourmet, Bayside Gourmet, Bitton Bistro and Mangrove Mike’s.brbrbrAbout the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel ; it is exceptionally clean and easy to enjoy.brbrWe privately own a total of 5 boutique vacation rentals in Islamorada:brVRBO listing #1576833 (5 bedroom)brVRBO listing #1054019 (5 bedroom)brVRBO listing #1977457 (7 bedroom)brVRBO listing #689629 (5 bedroom)brbrLICENSE #: 26-0278 - Islamorada

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Bath

Sleeps

Exceptional(7)

$573.96

/ Nightly

Condo

Enjoy stunning views at Bay Harbour C-312, a 3BR condo in picturesque Islamorada.

Islamorada, Florida, United States

Bay Harbour C-312 - Beautiful three bedroom two and a half bath luxury condo at mile maker 74.5. Complex comes complete with tennis courts, pickleball court, weight room, pool, dockage, fish cleaning station, Smart TV's for streaming (no cable) and Wi-Fi. The condo boasts some amazing views of the Clear Blue waters of the Atlantic Ocean looking over Sea Oats Beach. Relax on your own private roof top patio and enjoy a beautiful sunrise of the glow of a famous Florida Keys Sunset. brNOTE: Onsite trailer parking is not allowed at Bay Harbour community. brVACATION RENTAL LICENSE: 24-0309 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.brIf booking more than a year in advance current prices may not reflect annual cost of living increase. brMany of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. brPlease note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

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Bath

Sleeps

Exceptional(4)

$327.17

/ Nightly

Private Vacation Home

Charming 3-Bed, 2-Bath Canal Home in Tavernier, FL, with Private Pool!

Islamorada, Florida, United States

Welcome to 128 Tequesta Street, a charming three-bedroom, two-bath waterfront home designed for the perfect Florida Keys vacation. Located on a canal in Plantation Key, the home offers convenient dockage so you can bring your boat and enjoy easy access to the beautiful waters of Florida Bay.brbrThe outdoor space is where this home truly shines. Relax by the pool, gather with friends under the tiki hut, or mix up a drink at the outdoor bar while enjoying the warm Keys breeze. For a little adventure, hop in one of the kayaks and paddle your way out to Florida Bay.brbrInside, the home features a comfortable open-concept layout that works perfectly for families and entertaining. The kitchen includes bar seating and flows easily into the living area, creating a welcoming space to cook, relax, and spend time together after a day on the water.brbrWhen you're ready to explore, you're just minutes from Plantation Key and the best of Islamorada — including great restaurants, local shops, marinas, and grocery stores.brbrWhether you're boating, relaxing poolside, or exploring the Keys, 128 Tequesta Street is the perfect place to experience the laid-back island lifestyle.brMany of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. brPlease note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

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Bath

Sleeps

Exceptional(62)

$557.94

/ Nightly

Condo

Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip Tennis/Pickle

Islamorada, Florida, United States

brBest side of the community for unobstructed view. Come enjoy relaxing or being active at luxurious Bay Harbour - a small and quiet gated community...perfect for a much needed get away! Bay Harbour is a small, quiet, private gated community with many amenities including large heated/cooled pool, hot tub/spa, tennis courts, pickle ball, clubhouse with large fitness center and gas grills located at the pool and clubhouse. Boat slip available for $150/week rent upon request. brbrThis beautiful newly remodeled home is located in Islamorada on Lower Matecumbe Key and brings you back to old Florida. Our home is a 3 bedroom, 2.5 bath that sleeps 6 people comfortably with a large living area and beautiful balcony with breath-taking views of the ocean and bay. Our home has been completely updated with new flooring, remodeled bathrooms, kitchen, plantation shutters, furniture, lighting, linens, and beautiful coastal decor and artwork. All bedrooms have king beds, and the unit also includes fast Wifi, new HD Smart TV’s, Fire TV with Live local channels, and Sonos speakers. Explore Islamorada with our 2 adult beach cruiser bikes and 2-person tandem kayak included for your enjoyment or just relax on the balcony watching the sunrise over the Atlantic Ocean while sipping a morning coffee, or enjoying a cocktail in the evening. This is the perfect place to spend your next vacation with family and friends while enjoying all of the amenities we have to offer. Tennis rackets and pickle ball paddles included. brbrThe screened balcony has plenty of seating and breath-taking views of both the ocean and inside bay on the quiets side of the marina. The balcony includes comfortable cushioned seating for relaxing and a dining table to enjoy a meal. The master bedroom has all new furniture (not pictured), king bed with a water view, plantation shutters, and access to the balcony. The second and third bedrooms also both have king beds, and plantation shutters. The living room and all bedrooms are equipped with brand new HD Smart TVs with access to Cable, Apple TV, Netflix, Amazon Prime Video and more. The gourmet kitchen has granite countertops, stainless steel appliances, a Nespresso expresso maker and is loaded with all of the cookware and utensils you need to feel right at home. The 3BR unit has an open floor plan (much larger than the 2BR), new flooring, and the dining room has comfortable seating all guests. The wet bar is loaded and even includes a margarita making ice blender. The condo has a full washer and dryer and all linens are new. There is also an additional freezer for bait and ice located in the kitchen.brbrBay Harbour is a small, quiet, private gated community with many amenities including large heated/cooled pool, jetted hot tub/spa, tennis courts, pickle ball, clubhouse with large fitness center and gas grills located at the pool and clubhouse.brbrIslamorada is conveniently located 90 minutes from Miami and Key West. During your visit you can feed the tarpon at Robbie's, enjoy a spectacular sunset at Morada Bay or swim with the dolphins at Theater of the Sea, and so much more!brbrIslamorada is the Sport Fishing Capital of the World” with tarpon, bonefish, permit, mahi-mahi, sailfish and swordfish in the waters surrounding Islamorada. There are many fishing charters are available nearby. Please inquire if you need a boat slip. Unfortunately, No trailers allowed to be kept on the premises.brbrWe have been visiting Islamorada for 25 years and we have compiled a list our favorite restaurants, reefs, and activities on the island. Whether you want to kayak, bike, fish, snorkel, dive or just sit by the pool or relax, our home has something for you!brbrbrWe prefer Saturday to Saturday rentals but contact us for exceptions in the off season.brRental Agreement and copy of Drivers License are necessary. brbr***Maximum 6 guests (ages 6 to adult), strictly enforced.***brVillage of Islamorada VACATION RENTAL LICENSE #: 26-4098brState of Florida License #CND5403693

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Bath

Sleeps

Exceptional(8)

$723.22

/ Nightly

Private Vacation Home

Luxury Home with 60' Deep Water Dock, Waterfall Pool, HotTub, A/C and WiFi

Islamorada, Florida, United States

Minimum 28 day stay. brDreaming of a FL Keys vacation where you can boat, fish, dive, snorkel or stay home and swim in your own private heated pool This is it! The charm of this home begins as you approach this upscale property with tropical landscaping and continue through the double entry doors into a dramatic two-story foyer and ascend the open staircase to continue through the lavish interior with wrap around porches and balconies or simply allow the elevator to lift you to these spaces. The main living area is on the second floor which also boasts 3 bedrooms, 2 bathrooms, kitchen with gas stove, dining table and island seating, TV room and screened balcony which overlooks the custom waterfall pool and dock with 100' wide canal. Unwind in the sitting room or watch your favorite shows on the large flat screen TV. There are 4 additional TV's in the property and each of the three bedrooms on the main floor offer a queen sized bed. One has an ensuite bath with a walk-in shower and the other two bedrooms share a full bath with a tub and shower. The 3rd floor is completely devoted to a master suite. Access is by elevator or a spiral staircase from the main living room/kitchen area. The master is quite spacious and has a king sized bed and private sitting room as well as a private balcony overlooking the water and double sinks in the ensuite bath. brThe main floor of the property has a private apartment which can be accessed through the foyer or a private locked entrance from the outside. It is poolside with a complete kitchen, TV room, Dinette and a King sized bed and full bath. This is perfect for your guests who would like a bit more privacy.brThe exterior of the home is truly a tropical playground. The heated swimming pool is a work of art with an attached elevated spa hidden in a curved rock wall featuring a cascading waterfall.The multi-color LED lit pool is ideal for taking a moonlit dip. There is a cabana area off the poolside which boasts a full air conditioned bath with a walk-in shower. Lounge chairs surround the pool and dock for your relaxing pleasure.brThere is 100' of dock with 60' available for guest use. The fish cleaning station is easily accessible with 50 amp electrical service and water. The canal is deep and wide to accommodate your boat and the Bay and Ocean are only minutes away with easy access through the Snake Creek Draw Bridge, the only drawbridge in the Keys. There is a commercial ice maker in the pool side bar and a fish freezer for bait. brThis home captures the entire essence of The Florida Keys with close excellent dining and water fun all at your fingertips! br

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Vacation Rentals By Owner In Islamorada, FL

$624.35

$627.99

$184.97

$691.09

$176.51

$144.27

$595.24

$1283.21

$629.33

$342.33

$1350.0

$573.96

$327.17

$557.94

$723.22

Rent a place that suits your needs

Most popular vacation rentals in Islamorada

$2110.32

$2171.25

$2241.97

$2531.12

$2777.65

$2859.73

$3453.41

$4417.51

$1107.85

$981.86

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