Vacation Rentals By Owner In Islamorada, FL

$567.26

Charming 3BR retreat in Islamorada, perfect for family getaways!

Islamorada, Florida, United States

Welcome to your ultimate Florida Keys dream getaway! This secluded home is perfectly located in the extremely desired gated neighborhood of Bay Hammock. Come enjoy this private tropical oasis, sipping cocktails by the pool or enjoying morning cups of coffee on the balconies. brbrAs you approach this home, the striking architecture and lush landscaping set the tone for your idyllic getaway. Stepping inside, you'll be greeted by an atmosphere of contemporary elegance, with thoughtfully designed spaces that blend seamlessly with the serene natural surroundings.brbrThe heart of this vacation rental is undoubtedly the stunning outdoor area. A private pool, enveloped by a meticulously landscaped tropical paradise, beckons you to unwind under Islamorada's warm sun. You can take a refreshing dip in the crystal-clear waters or bask in the sun on comfortable loungers that line the pool's edge. For the more adventurous, an outdoor kitchen and bar awaits overlooking the pool. Imagine savoring a sunset dinner by the pool and making memories that last forever gazing at the stars around the firepit.brbrBeyond the pool area, a private boat slip offers direct access to the waterways, making it effortless to explore Islamorada reefs or embark on fishing adventures.brbrWhether you're seeking a romantic getaway, a family vacation, or a gathering of friends, this vacation rental promises the utmost in comfort, style, and convenience. And within the safety of a gated neighborhood, you can rest assured that your privacy and security are a top priority.brbrYour dream vacation awaits at this hidden gem, where the beauty of the outdoors and the luxury of modern living combine to create an unforgettable experience.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.

3

Bed

2

Bath

6

Sleeps

$190.11

/ Nightly

Private Vacation Home

Serene 2-bedroom townhome with AC in charming Islamorada

Islamorada, Florida, United States

Make yourself at home in this 2-bedroom Islamorada townhome retreat. The space features a king bed and a 2 full beds, comfortably accommodating guests. With two bathrooms that include refreshing showers, getting ready is a breeze. Stay comfortable year-round with heating and air conditioning.. This lovely, peaceful townhome offers the perfect spot to unwind after a day of exploring. Kick back, relax, and enjoy everything Islamorada and our townhome has to offer.

2

Bed

2

Bath

6

Sleeps

Select Dates for Price

Private Vacation Home

Port Antigua Retreat on Canal with Boat Lift and Private Beach Access

Islamorada, Florida, United States

This luxurious 4 bedroom, 3 bathroom house offers exceptional opportunity to experience the Florida keys in style with its flawless blend of coastal elegance and modern comforts. This property promises an unforgettable retreat for relaxation and adventure. Located in Lower Matecumbe key, mile marker 75, in the highly desired community of Port Antigua, this home has private access to one of the most desired beaches in the Florida Keys with its gorgeous white sand, tiki huts, picnic tables, grill and a private boat ramp makes this a great location to get away for a while. brbrThe main floor layout is open and ready for entertaining with its ping pong/pool table and kitchen island seating. There are four bedrooms with plenty of space to spread out. The two upper bedrooms are en suite style with bathrooms which includes the king bedroom and a double bunk beds room - a twin over full and another full over full. The main floor includes two more bedrooms which share a bathroom - a queen bedroom and other room has twin bunk beds with separate twin and trundle. House includes a total of 9 beds and sleeps 11 comfortably!brbrKitchen has been remodeled and updated with gourmet appliances including a wine/beverage cooler, toaster, Keurig coffee maker, and plenty of kitchenware and barware to entertain. Full washer/dryer.brbrOutdoors includes comfortable balcony seating area, BBQ and dock space for your boat. The property features dockage with a 20,000 lb lift for boat enthusiasts with direct access to the bay. Plenty of free parking and space in front for your boat trailer. brFree WIFI internet included with streaming access on all three TVs. brbrTo comply with local laws and HOA requirements, the minimum rental period is one month, and guests must be at least 25 years old to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.br

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Bath

Sleeps

$705.38

/ Nightly

Private Vacation Home

Relax in this 3BR open water view home with private pool in Islamorada.

Islamorada, Florida, United States

141 LeSerra Lane - Located at mile marker 76, LeSerra Lane is a three-bedroom, two and a half bath oceanfront home that checks all the boxes needed to make your upcoming vacation the best yet! Enjoy your morning coffee watching the sun rise over the Atlantic Ocean. Jump in your boat and head out to some of the best fishing Islamorada has to offer or simply hang out by the private pool with a cocktail in hand and grill up your catch! We dare you to not have a good time at this property! VACATION RENTAL LICENSE: 24-0020 Please note, the pool is heated from Oct 1-April 1.brPer 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 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.

Bed

Bath

Sleeps

$471.53

/ Nightly

Private Vacation Home

OCEAN VIEW ANGLERS REEF - POOL, BEACH. Walk or bike to local food + bars

Islamorada, Florida, United States

ANGLERS REEF is a quiet oceanfront community of Key West inspired homes, streets, and walking paths, that wind through a quaint village-style retreat. Located at Mile Marker 85 by Theater of the Sea, Windley Key Geographical Site, Snake Creek Marina & some of the best bars and restaurants in Islamorada.brbrGREAT LOCATIONbrThe house is in a quiet section of the community, away from the highway and just 2 homes from the ocean. Our porches are shaded and face a tree-lined yard with a view of the ocean.brbrOCEANFRONT RESORT-STYLE SWIMMING POOLbrThe pool is both heated & chilled so that it is always a perfect 87 degrees.brbrTWO PRIVATE SANDY BEACHESbrThe South Beach has a shoreline & ocean access. A tandem kayak sits on the beach for your use, (additional kayak, paddleboards, jet ski & boat rentals are available close by and available for drop-off to your beach or dock).brbrThe North Beach, a white sandy beach, is located just steps from the house.brbrDEEP WATER MARINAbrThe marina is just steps away from our house and is part of the community and enjoyed by all guests.brbrOUR HOUSEbrBuilt in 2007, this home, is bright and cheery with tile floors, high ceilings, and many large windows. It is newly decorated for the Keys and surrounded by lush tropical landscaping.brThe main floor has an open plan with, tile floors, granite counters, stainless appliances, flat screen TV w/DVD players, cable with PREMIUM CHANNELS, A DVR, Fast WiFi.brbrThere are 2 bedroom suites with flat screen TV’s and private baths located on the 2nd floor. Both baths have frameless glass showers and granite vanities. Rear bedroom has an ocean view and a private porch.brbrISLAMORADAbrParks in Islamorada, Village of Islands: Just 2 miles north is Islamorada Founders Park at MM 87 Bayside, which offers activity or relaxation for the whole family. An Olympic-sized pool with diving area, a shallow water beach, water sports rentals, ball fields, fishing jetty, bocce, tennis and basketball courts, vita course with 18 exercise stations, multi-purpose path, skate park and dog park all are within the 40-acre park. Fees may apply. Village municipal parks also include the Islamorada Library Beach and Anne’s Beach. There is the Windley Key State Geological Site, a state park, at the site of a former coral rock quarry. In addition to shady walks through unique foliage, fossils of sea creatures can be seen throughout the park. A free guidebook is available at the visitors center for use during your stay in the park. Islamorada also offers an 18-mile bicycle path that extends the length of the Village.brbrScuba/Snorkel!: Islamorada, long recognized as the 'Sport Fishing Capital of the World,' is now an icon among sport divers for a similar reason: a massive population of tropical marine life. High-profile coral heads and broad ledges shelter huge congregates of French grunt and goat fish, while regal queen angelfish casually graze amid the reef recesses. Friendly green moray eels swim freely along the spur-and-groove channels, and reclusive nurse sharks lurk beneath the overhangs. Islamorada offers a wide variety of shallow coral reefs, mini walls, shipwrecks, and even an underwater habitat for scientific research, the Aquarius. To learn more about Islamorada or any other manner of local lore, stop by the Chamber of Commerce at MM 82.5.

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Bath

Sleeps

$229.73

/ Nightly

Condo

Escape to Paradise in Islamorada!

Islamorada, Florida, United States

Welcome to your perfect family-friendly getaway in the heart of Islamorada, Florida! Nestled between the sun-soaked shores of Founders Park & Beach and the delicious dining at Marker 88 Seafood Restaurant, this charming townhome is your gateway to fun and relaxation. With boat rentals, live entertainment, nature visitor centers, shopping, and endless attractions just around the corner, there’s always something exciting to do!brbrPerfect for Extended Stays – 30 Day MinimumbrbrThis spacious, newly renovated 2-bedroom, 1.5-bathroom townhome comfortably sleeps up to 11 people, making it ideal for families or groups. Conveniently located just 90 minutes from Miami International Airport, our home is centrally positioned within the complex for easy access to tennis courts, a sparkling swimming pool, a welcoming clubhouse, and a private beach. For boating enthusiasts, there's a newly renovated boat dock complete with a full-size fish cleaning station—perfect for a day out on the water and bringing back your fresh catch! Please note: Overnight docking is not allowed; the dock is for pick-up and drop-off only.brbrFully equipped with fun vacation essentials, the home includes a margarita blender for refreshing poolside drinks, a beverage fridge to keep your favorite refreshments cool, and a backyard BBQ grill perfect for family cookouts. You’ll feel right at home with these amenities, along with the fresh, modern updates throughout, from the chic bathrooms and cozy bedrooms to the new flooring.brbrPlease Note: The townhome features a spiral staircase, which may be challenging for those who have difficulty with stairs. Additionally, for the comfort and safety of all our guests, we have a no-pets policy.brbrWhether you’re looking to explore the wonders of Islamorada, enjoy a boating adventure, or simply relax by the pool, this townhome is the perfect spot for a family adventure! Book your stay today and start making memories in paradise!

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Bath

Sleeps

$397.74

/ Nightly

Private Vacation Home

Single Family Home In Angler's Reef Gated Community, Beaches,Marina,Heated Pool

Islamorada, Florida, United States

This lovely oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on the 500' of stunning private beach. Protected deep water marina (slip available at additional cost) with a deep channel out to the Atlantic. Single and Tandem Kayaks as well as Stand Up Paddleboards available for your use. Launch kayak from the private beach and try your luck at Islamorada's famed bone fishing in the flats right out front. Brand new in 2008, this home is fully equipped. Tile showers, Stainless appliances, granite kitchen counters, 3 Flat Screen TVs, & more! brbrIslamorada is the 'The Fishing Capital of the World' Great fishing in the gulf or ocean side. There are plenty of guides you can hook up with, as well as 'head boats' where you can walk on for a reasonable cost and fish the reef (just a few miles offshore). Bring your own boat or charter with a guide.Try your luck fishing right out front for bonefish, permit & barracuda on the flats. Or check out the mangroves for snapper and snook. Enjoy the views of the turquoise waters; swim in the large heated pool or just relax in the surrounding lush garden area overlooking the Atlantic; take a quiet stroll through the complex; take in some sun on the private beach. Restaurants: a short walk north is Hog Heaven (a night spot) and the Island Grill; a few miles south is upscale Pierre's on the Gulf and the more casual Islamorada Fishery next door (both are next to Worldwide Sportsman for fishing tackle, clothing, and a large indoor aquarium); also a few miles south is Holiday Isle, the Green Turtle Inn & many more eateries. Some other favorites are Ziggys and Maddogs, Morada Bay, Marker 88 and the famous Cheeca Lodge.Attractions: Theater of the Sea is about 1/2 mile south. Founders Park is just a mile or two north. Feed the Tarpon at Robbies, Boat and Wave Runners rentals within walking distance. We have second home listing 3788659 see for positive reviews. Saturday to Saturday rentals preferred and other options only considered off season. Vacation rental license # VR-281.br

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Bath

Sleeps

$273.33

/ Nightly

Private Vacation Home

Oceanview 2 bedroom with jaw-dropping views! Min 28-Day Reservation Required

Islamorada, Florida, United States

This home is in a resort. This is a 2bedroom 2bath home, Home has stunning views of the Atlantic Ocean. Home sleeps 6 and is designed to make all guests feel at home, offering upgraded features as in stainless steel appliances, a farm sink, quartz countertops, and plenty of storage. The floorplan has open kitchen living area a private deck with awesome views.brbrMinimum stay: 28 nights. Boat slips may be booked for an additional fee. Disclaimer: Photos represent the general style and quality of our homes. Each unit is individually owned and decorated, so furnishings and décor may vary slightly. All meet resort standards for comfort and cleanliness.

2

Bed

2

Bath

6

Sleeps

$562.5

/ Nightly

Apart-hotel

Penthouse Suite: 2-bedroom with AC and a stunning view in charming Islamorada

Islamorada, Florida, United States

This 2-bedroom penthouse suite is perfect for your escape to Islamorada. Guests enjoy two bathrooms (4 beds), providing plenty of space and comfort during their stay. The suites feature air conditioning to keep things cool and pleasant no matter the weather. Whether you’re relaxing indoors or exploring nearby, this fantastic spot offers a welcoming retreat. Book now and enjoy everything this penthouse has to offer.

2

Bed

2

Bath

4

Sleeps

$380.62

/ Nightly

Private Vacation Home

Islamorada waterfront villa

Islamorada, Florida, United States

Resort Style Venetian Shores Home with 70 ftbrDock on a 100 foot wide canal Completely remodeled. Two Bedrooms with King Bed, Queen bed and two pull out sofa beds. High speed Wifi, Two Flatscreen tvs, Two full Bathrooms. Beautiful walk around 360 porch with safty gates. BBQ Grill. 20,000 pound Boat lift. Relax with sunsets under the Tiki Hut. 5 min away from your local family sandbar and a mile away from Founders park. The closest boat ramp is founders park.

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Bath

Sleeps

$458.33

/ Nightly

Private Vacation Home

108 Anglers Reef Islamorada 31' BOAT SLIP AVAILABLE

Islamorada, Florida, United States

brBeautiful Key West Style home 2 BR 2 BA (en suites) + 1 HF BA Sleeps 6brIslamorada Vacation rental #24-3018brbr108 Anglers Way and boat slip (max 31') FOR EXTRA FEEbrbrCall Jennifer for more information 305-240-0592.brbrThere 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.brThere 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. It is a Safe, Gated Community with very little traffic, truly an oasis. Enjoy coffee or cocktail on one of four porches, (each bedroom upstairs has its own balcony and bathroom) Or enjoy the community Paddle Boards and Kayaks or just relax with a Netflix movie.brbrYou will tell you are someplace special when you see our 2-bedroom, 2.5-bathroom house, surrounded by wonderful landscaping, amazing palms, bougainvillea, and some of the most colorful tropical foliage that only the tropical Florida Keys can offer.brbrThe first floor offers a spacious, wide open layout with very comfortable couches. Granite counter tops, all updated appliances, kitchen is stocked with pots and pans, utensils plates, everything you will need to prepare anything. Stay entertained during your downtime by watching your programming of choice on any of the home’s 3 flat screen TVs with hulu subscription, or surf the web via the complimentary wireless internet access.brbrChildren of all ages will love the pool and the fact that there is no road traffic, and the geckos will keep young kids entertained for hours!brbrThroughout your visit, you and your companions will get to enjoy outstanding recreational facilities at Angler’s Reef. These community amenities include a heated swimming pool with outdoor bathrooms, chaise lounge chairs and tables overlooking the breathtaking blue waters of the Atlantic Ocean, and boat slips available for rent. Look forward to soaking up the sun at either of the 2 private beaches, located just a few short steps away from every home that flank the marina. Also the world famous Islamorada sandbar and Alligator Reef are a short boat ride from the opening of the channel.brbrbrPlease note, as of Aug 1, 2024. you will no longer be able to store a trailer outside the gate on the grass any longer. Trailers fitting under the carport are able to be stored there. Otherwise, we can recommend local storage lots you can contact.

2

Bed

2

Bath

6

Sleeps

$517.39

/ Nightly

Private Vacation Home

Experience comfort at Mini Ray's of Sunshine in Islamorada, perfect for families!

Islamorada, Florida, United States

Mini Ray's of Sunshine - Beautiful New Pool Home located in a gated community in the Heart of Islamorada. This home, designed and owned by a prominent Chicago designer, is located in one of Islamorada's premier gated neighborhoods, close to shopping and Islamorada's finest fishing fleets. Throughout the house you will find beautiful floors, whimsical décor, and open living room/kitchen. Any family would feel totally at home. The back yard is beautifully landscaped giving you a very private feel. The amazing pool and back porch area is completely screened in, so no pesky bugs. What are you waiting for. This one is going to go fast! brbrIf 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. 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.

4

Bed

2

Bath

10

Sleeps

$205.38

/ Nightly

Private Vacation Home

Beautiful Home located in Downtown Islamorada

Islamorada, Florida, United States

PROPERTY NAME: Mango Housebr81212 Old Highway Islamorada, FloridabrbrLocation: Ocean side located on the Old Road by Green Turtle RestaurantbrbrMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedbrbrMile Marker : 81brbrDetails: This home is absolutely beautiful with Keys local artist artwork everywhere, - Ocean side walking distance to the Iconic Green Turtle Restaurant, The property is Gated and Private, plenty of parking for your vehicles and boat trailer if needed. It features a beautiful pool with a shallow sitting area. When you walk in you are at home, the house is beautifully decorated with Local Artist Artwork through out. The living room has a pull out couch, and plenty of seating for the family, the kitchen is completely remodeled. You have 2 bedrooms and 2 baths. There is a front porch to sit and enjoy the beautiful surrounding lush trees. You also have a Porch in the backyard to sit and enjoy the pool area. The backyard features beautiful trees and shrubs for privacy while enjoying the Pool. If you are looking for Private and Quiet, this is the house.brbrSleeping Arrangements: Sleeps 4 comfortablybrPrimary Bedroom:brGuest Room:brbrAmenities Include: Heated Pool, Outdoor Seating, BBQ Grill, Private BackyardbrbrActivities: Beach, Swimming, Boating, Offshore Fishing, On shore fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours

2

Bed

2

Bath

5

Sleeps

$1197.33

/ Nightly

Private Vacation Home

Casa Del Mar: A spacious 5-bedroom canal retreat in beautiful Islamorada.

Islamorada, Florida, United States

Welcome to our beautiful Venetian Shores Canal Home—a luxurious waterfront retreat offering the ultimate Florida Keys experience! This spacious and elegantly furnished getaway features a private pool and spa, an outdoor kitchen, and everything you need for an unforgettable escape.brbrIncredible Amenities: Step inside, and you'll be welcomed by an open-concept living area that merges indoor and outdoor spaces seamlessly. With large windows framing canal views, the living room invites you to unwind in comfort. The fully-equipped gourmet kitchen is perfect for any cooking enthusiast, but the outdoor kitchen is where you'll want to be. Fire up the grill and dine alfresco on the expansive patio, surrounded by beautiful views.brbrPrivate Oasis: Outside, you'll find your own little paradise. The pool and spa on the back patio are ideal for a refreshing swim or a relaxing soak. Lounge poolside with a cold drink, soak up the sun, or unwind in the shade—tropical landscaping enhances the serene, secluded atmosphere, perfect for those vacation snapshots.brbrWaterfront Paradise: For boaters and water lovers, the canal-front location off Snake Creek is unbeatable. Enjoy quick access to the Florida Bay or Atlantic Ocean. With a private dock, you can bring your own boat or rent one nearby to explore the stunning waters of the Keys. Whether fishing, paddleboarding, or simply taking in the water views, this home is a haven for all things aquatic.brbrComfortable Bedrooms: The home's four tastefully decorated bedrooms provide a restful escape, each with comfortable bedding, canal views, en-suite bathrooms, and queen-sized beds for total comfort and privacy.brbrDiscover the Keys: Located in the coveted Venetian Shores neighborhood, you're close to local attractions like world-class fishing spots, the Theater of the Sea, and the unique shops and restaurants in Islamorada.brbrBook your stay at this Venetian Shores Canal Home with a pool, spa, and outdoor kitchen, and experience the best in luxury, comfort, and relaxation in the Florida Keys. Make lifelong memories with family and friends in this tropical retreat—your perfect Keys vacation awaits!

5

Bed

5

Bath

10

Sleeps

$739.01

/ Nightly

Private Vacation Home

Gulf access, private dock and private neighborhood beach!

Islamorada, Florida, United States

Recently updated Islamorada waterfront rental. Fully furnished and equipped kitchens! Come bring your boat or rent one to keep at the large private dock with cleaning station. brPlenty of parking to keep your trailer onsite as well as multiple other cars. This quiet community has direct access to the Gulf as well as the private beach area pictured.

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Bath

Sleeps

$1350.0

/ Nightly

Private Vacation Home

4 Bedroom Private Oceanfront House - Bahia

Islamorada, Florida, United States

Nestled in the tropical setting of La Jolla Resort in Islamorada, Florida, this 4 bedroom private oceanfront house overlooks the bay, with unparalleled privacy and nearly 2 acres of tropical trees, private boat docks and some of the best unobstructed sunset views the keys have to offer. Complete with fire pits, private outdoor seating, chaise lounges and plenty of room to unwind and relax.brbr*Guests can use all the amenities offered at La Jolla Resort including the pool and beach area.

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Bath

Sleeps

$501.05

/ Nightly

Private Vacation Home

Islamorada Anglers Reef! “Sandbar Bungalow Villa AMAZING! Middle row location!

Islamorada, Florida, United States

AMAZING MIDDLE ROW! COMPLETELY UPDATED! BOAT SLIP AVAILABLE This oceanfront resort is a boutique complex of 52 homes inspired by Native Conch & British West Indies architecture built in 2007. Quaint streets & walking paths wind through this village-styled retreat. Amenities include a community pool overlooking the Atlantic Ocean and 500ft of private beach. The home’s boat slip is available for rent with a deep channel out to the Atlantic. Or launch a kayak from the private beach.brbrWonderful, cozy home located in Islamorada at Mile Marker 85 in the gated community of Anglers Reef, a quiet oceanfront community. Five minute boat ride from community dock or a short kayak ride from private beach to the World Famous Sandbar. Angler’s Way is the perfect place for all fishing and diving enthusiasts. Islamorada is known as “The Sport fishing Capital of the World”. Water activities abound including: diving, snorkeling, Para sailing, windsurfing, kayaking, and more. You may even spot manatees in the Dock. Don't be surprised if you run into your favorite celebrities from Jimmy Johnson to Gene Hackman. Fine dining and unique shops are within walking distance: Chef Michaels, Pierre’s, Morada Bay, Cheeca Lounge, Atlantic Edge, Robbie’s, Ziggies & Mad Dogs, Tiki Bar, Hogs Heaven and many more.br brSandbar Bungalow Villa has 2 bedrooms and 2 full bathrooms located on the 2nd floor, both with private balcony's. Downstairs has a full kitchen with stainless steel appliances, granite counters, living/dining room, a half bathroom, queen size sofa bed, Brazilian wood floors, 3 flat screen TV's (including a 65 in living room) with DVD players, cable, Wi-Fi and 2 open porches.brbrOur private boat slip (not all houses at Anglers have boat slips) makes getting around on the water so much more attainable – drop anchor for lunch or sundowners at the sand bar, go snorkeling a mile or two out from the house, fish all day long in the sport fishing capital of the world! brbrEnjoy the beautiful Florida Keys in our accommodations and see why people get sand in their shoes and return over and over again.

Bed

Bath

Sleeps

$717.87

/ Nightly

Private Vacation Home

Renovated Home in Anglers Reef, Islamorada / 2BR-2.5BA / Marina, Pool, Beach

Islamorada, Florida, United States

This recently renovated 2-bedroom, 2.5-bath home is located in the sought-after Anglers Reef community in Islamorada, offering bright interiors, thoughtful design, and easy access to the water.brbrThe main level features an open-concept kitchen, dining, and living area filled with natural light. The updated kitchen offers generous counter space and seating at the island, flowing easily into the dining area and living room. French doors open to a furnished back porch, perfect for outdoor dining, relaxing with a book, or enjoying the island breeze. A smaller front porch with a chair and side table provides a quiet spot for morning coffee.brbrUpstairs, the home offers two well-appointed bedrooms:brbrPrimary bedroom with a king bed, private balcony, and ensuite bathroom featuring a walk-in showerbrbrSecond bedroom with two queen beds and a dedicated full bathroom with a tub/shower combinationbrbrA powder room is conveniently located on the main level.brbrThroughout the home, finishes are fresh and coastal, with light wood floors, updated bathrooms, and a calm, uncluttered feel. Both outdoor spaces extend the living area and reflect the relaxed Anglers Reef lifestyle.brbrGuests enjoy access to Anglers Reef amenities, including the dock, marina, pool, and beach, all within easy walking distance.brbrThis home is ideal for couples or friends, looking for a polished, comfortable base in Islamorada with space to unwind indoors and out.brbrPlease note all rentals are seven (7) days minimum, Saturday to Saturday only. brVacation Rental License #26-6181

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Bath

Sleeps

$369.91

/ Nightly

Private Vacation Home

Experience luxury at Salty B in Islamorada with private pool and canal views!

Islamorada, Florida, United States

Nestled within the prestigious Venetian Shores community, this captivating canal front duplex offers a remarkable blend of elegant design, luxurious living, and the allure of an inviting poolside retreat. This resplendent residence showcases meticulous interior design and an enchanting outdoor oasis, making it the epitome of Florida Keys living.brbrThis home offers 2 bedrooms and 1 bathroom upstairs and 1 bedroom and 1 bathroom downstairs all complimented with bedding that will guarantee a peaceful night of sleep. The living space exudes opulence with carefully chosen furnishings, striking the perfect balance between cozy and elegant. brbrBring your boat and enjoy the luxury of hopping on in your own backyard and being minutes away from the Atlantic Ocean and the Florida Bay. Located perfectly to great fishing spots, the Islamorada Sandbar and tons of restaurants accessible by boat! The dock is exactly 35' long. Please make sure your boat (engines included) is 34' or less.brbrThis Venetian Shores canal front duplex serves as the ultimate retreat for an unforgettable Florida Keys vacation. With its impeccable decor, private pool, and access to the mesmerizing waterways, this vacation rental promises an unparalleled experience of luxury and relaxation. Book your stay today and immerse yourself in the serenity and beauty of this enchanting coastal paradise.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.

3

Bed

2

Bath

8

Sleeps

$307.38

/ Nightly

Private Vacation Home

Charming 3BR canal home in Islamorada with private yard and boat slip.

Islamorada, Florida, United States

Welcome to your perfect home away from home! In the heart of Islamorada, this Venetian Shores house is ideally located, offering easy access to the area's dining, shopping, and recreational attractions.brbrVenetian Shores is renowned for its deep-water canals, making it a paradise for boating enthusiasts. The private dock at this residence provides direct access to the open waters of the Florida Bay and the Atlantic Ocean, allowing for easy exploration of the Florida Keys' crystal-clear waters, coral reefs, and world-class fishing.brbrThis Venetian Shores gem in Islamorada, Florida, is the embodiment of Florida Keys charm and tropical living. With its stunning water views, thoughtful design, and access to the region's unparalleled natural beauty, it's the perfect place to call home in the Florida Keys.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.

3

Bed

2

Bath

6

Sleeps

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