Vacation Home Rentals By Owner In Islamorada, FL

Showing 60 Of 365 Vacation Rentals

$517.39

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.

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$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

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$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!

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$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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Exceptional(33)

$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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Exceptional(163)

$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.

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Exceptional(1)

$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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$3836.66

/ Nightly

Private Vacation Home

Island Beach House Oasis Your Memory Maker awaits

Islamorada, Florida, United States

***Notwithstanding anything in the rates page the minimum renal is 28 days***brbrThere is luxury, luxury and unrivaled, and then there is the Bay front Island Beach House Oasis that offers that and more. Situated on just a hair under one acres of manicured Islamorada shore front, this unique property reveals the very best in tropical vacations. The property only recently became available. Sleeping 16, the six-bedroom, five-bathroom retreat will conjure reveries of leisure taken to new heights.

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$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.

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Exceptional(1)

$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.

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Exceptional(66)

$1351.01

/ Nightly

Private Vacation Home

Private Expansive Oceanfront 5 Bedroom Estate, Private Pier and Saltwater Pool

Islamorada, Florida, United States

Beautiful Oceanfront 1.8 Acre Estate located in Islamorada featuring amazing ocean views. 5 Bedrooms, 4 Baths, Winding Staircase, Expansive Ocean Views, Over 4000 Sq. Ft. of Living Space. Saltwater Pool, Beach is not a walk-in, Gated Entrance Lined With Palm Trees. brbrHouse has its own private observation pier that extends 200 feet into the ocean providing easy ocean access for fishing, swimming and snorkeling. brbr Enjoy the Ocean Views and Breeze. Once upstairs, everyone will enjoy breeze off the ocean while you barbecue, look out over the palm trees and expansive ocean view. brHome has 5 bedrooms, include two twins, four kings, and a convertible that sleeps two children. Large kitchen to accommodate all the family and entertaining.brbrLocated in the heart of Islamorada, near world class fishing, boating, snorkeling, and sun bathingbrbr7 Night Min. / Saturday to Saturday Onlybr br# 26-129

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Exceptional(2)

$407.33

/ Nightly

Private Vacation Home

Islamorada Getaway in beautiful Port Antigua

Islamorada, Florida, United States

Stay in a beautiful home in one of the best communities in the Florida Keys- Port Antigua. You can sip a cocktail in your own private pool, or enjoy the day at a private gated beach while reading a good book. Park your car or dock your boat when you arrive and enjoy your golf cart for the rest of your stay! In less than 2 minutes you will be at the beach - an endless vacation truly awaits! The best restaurants, dive shops, fishing spots, and entertainment are just minutes away. We only rent monthly. br**Please note: if you would like to inquire on any dates not available on our listing, please message us.

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Exceptional(47)

$715.86

/ Nightly

Private Vacation Home

The Beach House-Luxury Oceanfront Home, Outstanding Views, Pool & Beach

Islamorada, Florida, United States

Welcome to ‘The Beach House’ at Tarpon Point in Islamorada – This luxurious oceanfront home is in a private gated enclave of 12 houses. This home sits directly on ‘The Beach’. Being the end home, it is nestled next to lush mangroves and the ocean offering a lot more privacy. It is also the largest model with an additional Family Room and more square footage overall - giving everyone plenty of room to mingle or just chill. brbrThere are beautiful ocean views including of Indian Key Historic State Park and the Alligator Lighthouse. An ocean access channel runs just out front and you can watch the dolphins, manatees or spinner sharks swim by. Enjoy your morning coffee and a phenomenal sunrise from one of the multiple oceanfront decks. Afternoons, lounge around the heated & chilled oceanfront pool taking in the panoramic views or launch your kayak from the private beach area and paddle over to Indian Key. For those who like to fish, the observation pier offers a place to catch your next dinner.brbrAlthough no permanent dockage is provided, world renown Robbie’s is just across the street and does offer transient dockage as well as watersports rentals, fishing & snorkeling charters and a restaurant. Within a few miles are other options for your boat and dining as well. Your fishing guide is welcomed to dock at the pier to pick you up & drop you off.brbrOn the main level of The Beach House is the Great Room which offers amazing ocean views with plenty of room for everyone to gather. This room opens to a covered deck to take in the vista and ocean breezes. On cooler nights (yes, even in The Keys) enjoy the fireplace in the Living Room. The Osprey Nest in your front yard is active during the winter months and it is mesmerizing to watch Mom, Dad and babies interact. brbrThe Gourmet Kitchen offers a Wolf 6 burner gas stove/electric oven; microwave draw and warming oven. Bosch Silence dishwasher and Sub-Zero Refrigerator. A Butler’s Pantry is off the kitchen with full size washer/dryer and plenty of storage for all your provisions. There is an extra microwave, coffee makers and ice maker as well. The kitchen is very well equipped whether whipping up a gourmet fish dinner with your latest ‘catch’ or whipping up a batch of margaritas.brbrTucked between the kitchen and rear Bedroom Suite is a large Family Room with a bar offering a wine cooler and undercounter refrigerator draws. The perfect place to make your evening cocktails, hold game night or watch your favorite sports games on the large screen TV. Plenty of puzzles, games and books are on hand for all ages. This is the only rental home in Tarpon Point to offer this additional living space.brbrAfter a long day of play, take a luxurious spa shower or enjoy some quiet time on your personal deck/balcony. There are four ensuite bedrooms (3 with private decks/balconies), all with spa showers. There is an additional ½ bath on main living floor. brbrThe large Primary Suite situated on the oceanfront on the top floor has panoramic ocean views with a private terrace. For quiet time, the sitting nook, gives you a bird’s eye view of The Osprey Family or a place to finish your favorite beach read. There is also a second fireplace. Refresh in the spa shower or relax in the whirlpool tub. This is the life!brbrA three-stop elevator starts at the ground level with a large covered brick patio where the entire family can prepare and enjoy al fresco dining with the cooler ocean breezes. Gas BBQ, dining table for 8 and a sectional sofa round out the ground level. Lounge in the sun, play corn hole or bocci. Kayaks and fishing rods are also available.brbrThe ‘Beach House’ offers the highest level of amenities, furnishings and is designed to make your vacation a truly relaxing and memorable one. This is an owner direct rental and therefore there are no additional fees. You will have direct contact with us at all times to handle any issues or questions. We are proud of our testimonials that this home and our responsiveness have been above and beyond our guest’s expectations. We invite you to share our love of our home by ‘The Beach’.brbrOther amenities: Full house generator, California closets, Wi-Fi, Plenty of Parking, lush landscaping. 3382 square feet of interior living spacebrbrWe invite you to share our love of this home by the beach.brbr~*~*~*~Saturday Changeover~*~*~*~brbrSorry, no animals per HOA rulesbrbrWe invite you to share our love of this home by the beach.brbrBe sure to search The Beach House At Tarpon Point to learn more!brbrVR 26-0041

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Exceptional(3)

$871.05

/ Nightly

Private Vacation Home

Experience luxury at Angler's Reef 150 in scenic Islamorada—perfect for families!

Islamorada, Florida, United States

Escape to this laid-back, oceanfront townhouse in Angler's Reef, where coastal vibes and easy living come together in the perfect Keys getaway. With three bedrooms, three baths, and plenty of charm, this spot is all about kicking back and enjoying the island life. brbrThe space has a cool, beachy feel, with soft blues, natural textures, and a cozy open layout that's perfect for hanging out after a day on the water. The kitchen's got everything you need to whip up your favorite meals, and the private patio is the best place to soak in those ocean views. For the boaters, your private boat slip is just steps away—perfect for heading out for a day of fishing, snorkeling, or exploring the beautiful waters of Islamorada.brbr The master suite upstairs features a king size bed, flat screen TV, walk in closet, private bathroom and a private balcony. The two additional bedrooms both feature a queen bed, and share a spacious bathroom. An additional sofa bed is located downstairs. brbrWhether you're here with family or friends, this laid-back spot in Angler's Reef has all the comforts you need for a relaxing, sun-soaked escape.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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Exceptional(4)

$204.36

/ Nightly

Private Vacation Home

Florida Keys Chic

Islamorada, Florida, United States

Enjoy breathtaking sunsets from your very own private beach in this Florida Keys Chic townhome!!! Beautiful 3 bedroom 2 bath located in Islamorada, Florida Keys. Directly next door to Founders Park.

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$724.47

/ Nightly

Private Vacation Home

ISLAND DREAM- Fantastic 5-bedroom house with dockage in peaceful Islamorada.

Islamorada, Florida, United States

This canal-front home is located in the Prestigious Venetian Shores neighborhood, offering an unbeatable location just off Snake Creek with quick access to both the Atlantic Ocean and Florida Bay, as well as nearby fuel docks, bait, and provisions.brbrThis beautifully updated home features 5 bedrooms and 6 bathrooms with flexible sleeping accommodations to comfortably host your group.brbrThe HousebrbrThe upper level includes additional sitting area, outdoor seating, convenient kitchen, a spacious primary suite with a king-size bed and an en-suite bathroom, along with an additional guest bedroom. A second guest bathroom is also located upstairs. brbrThe lower level offers even more flexibility with 3 bedrooms , 4 convenient first-floor bathrooms, and a fully updated kitchen—perfect for entertaining family and friends.brbrThe home is fully stocked with upscale kitchen appliances and essentials, including a Cuisinart toaster oven/air fryer, convection oven, espresso machine, coffee maker, Ninja blender, and all-new cookware and knives. brbrThe pool is professionally maintained weekly, features both heating and cooling options, and is beautifully lit at night. The outdoor offers heated / chilled pool, bbq area, small workout equipment, and dockage. A perfect location to enjoy your mornings or afternoons. brbrThe DockbrbrEnjoy your private dock with boat lift, offering instant access for boating, fishing, swimming, or relaxing on the water. Large sailboats and yachts are easily handled, thanks to the deep, wide canal (approximately 20 feet deep and 100 feet wide). A drawbridge just 1,000 yards away provides quick passage between the Ocean and Florida Bay.brbrCome experience the local breweries, boutiques, attractions, marinas, parks, local restaurants, and many places to catch the Sunset at the end of the day. brYou have found Paradise.

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Exceptional(13)

$760.36

/ Nightly

Private Vacation Home

Sandy Beach Cove ️ ️ Gated Private Beach Home Plus Cottage Oasis , With Dock

Islamorada, Florida, United States

**(Now For Limited Time!. Listed nightly rate includes a 40% Discount On All Stays of 28 days min.!!)**. Relax ,Enjoy and Indulge yourself with Family and friends on this Over Half Acre Private Ocean Beach Oasis ️ ️ with dock , your own Private boat ramp and available boat space up to 28’ feet . Over 2624/sqf of beautiful and professionally decorated living spaces. Located on the center of one of the most pristine and desirable strip and walking/jogging/bicycle trails of Islamorada ( strip and trail extends 2 1/2 mile North of the property to Florida Keys famous Robbie’s restaurant and Market place , here you will find great brunches , cocktail’s and ocean views . you will also find , boat, Jetski’s rentals , fishing . snorkeling and Beautiful sunset charters and even parasailing . Trail also extends 2 1/2 miles South of the property, to Anne’s Beach and Islamorada Chanel 2 Bridge. Come and Experience The Ultimate Resort -Like Style Living and Adventure, on this Elusive , Unique , Exclusive and Luxurious Piece of Paradise ️. The Beach Water of this Islamorada Oasis are Crystal Clear and Notoriously Shallow , Making it , just Perfect For Spending the Day on The Water and Enjoying Activity Favorites such as , Kayaking, Snorkeling, or just Refreshing And of Course Relaxing . The Main House and Cottage has total of 4 bedrooms and 4 full bathrooms . The Main House has 3 large Bedrooms 1 with King size and 2 with Queen size beds . 3 full Bathrooms. Full size Kitchen with appliances ( dishwasher, coffee maker, microwave, blender, toaster all cups , plates and utensils included), large central Kitchen Island that seats 5, Dining Room Table ,Living Room and Magnificent Atlantic Ocean and Wild Life Views from just about all locations inside the house and even more astonishing views from the Large Tropical (Heated/Chill) Swimming Pool, Patio , Private Beach and Dock . The Cottage house is beautifully decorated and has 1 Bedroom with (King size Bed), 1 full Bathroom , Full Kitchen with appliances, center Island that seats 4 and Living Room w sofa. ( also avail. deluxe foldable twin mattress) . This Compound comes with Kayaks , Bicycles , Fire Pit / Grill , BBQ Grill , towels, linen plus much more (“Hobie tandem Island adventure” sail boat⛵️also available during your stay. upon request**). World Famous Alligator Reef and Light House only minutes away by boat and visible from property. This is a New property to the market!!! …5 stars ⭐️ host to another gorgeous Islamorada property offering 6 bedroom with 4 full bathrooms and 130’ feet of dock space, Tropical Paradise”. Located just 1.5 miles .vrbo ID 1909688. **Please contact Host for shorter 1 or 2 weeks “early check out options “ and for days not available on calendar.**

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Exceptional(174)

$478.92

/ Nightly

Private Vacation Home

Oceanside Getaway: Beautiful Home with Boat Slip, Pool & Beach - Gated community

Islamorada, Florida, United States

Palm La Mar, a luxury vacation rental located in the exclusive oceanfront gated community of Anglers Reef in Islamorada, Florida, The Sportfishing Capital of the World.brbrThe two story Key West style house has 2 master bedrooms on the second floor, furnished with king beds, ensuite bathrooms, and private balconies. The first floor has a half bathroom, full kitchen, dining room, and living room with sleeper sofa. brbrThe gated community of Anglers Reef offers a resort feel with detached villas, quaint streets, a 75 foot heated pool overlooking the Atlantic Ocean, and two private beaches. The property is neighborly, safe, and immaculately landscaped for pleasant walks day and night. Anglers Reef is in close proximity to restaurants, Starbucks, entertainment, bars, and water activities, many within walking distance. brbrThere is a private marina on a deep channel directly out to the Atlantic Ocean. Not all homes at Anglers Reef have a boat slip, ours does! The slip is available to rent for $350 per week (please notify us if you will be wanting the boat slip). The slip accommodates up to a 31 foot boat and has fresh water and electrical connections. There is a nearby public boat ramp at Founders Park to launch your boat. Two fish cleaning stations are available at either end of the marina. Manatees, fish, and lobster can be seen right from the dock. You can even drop a line and catch a fish! brbrYou are less than 5 minutes from the locals' sandbar and 10 minutes from the world famous Islamorada Sand Bar. Take your boat out for ocean or bayside fishing, snorkel the crystal clear waters of Alligator Reef, grab a meal at a waterfront restaurant, and end the day with a sunset cruise! br brIncluded in your stay are kayaks, beach towels, beach chairs, a cooler, Weber gas grill, Big Green Egg grill, and patio table with chairs. Inside the house, there are stainless steel appliances, cookware, silverware, linens/towels, washer/dryer, wifi, 3 smart flat screen TVs, Xfinity cable TV, and Alexas.brbrThere are 2 designated parking spaces, one of which is covered by a carport. brbrThe property is licensed for a maximum occupancy of 4 adults plus 2 children. No Pets. No smoking. brbrAny questions, just ask! We look forward to having you.brbrFollow us on Instagram at palmlamarbrbrPALM LA MARbr107 Anglers Way, Anglers ReefbrVacation Rental License #26-0096

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Sleeps

Exceptional(21)

$295.45

/ Nightly

Private Vacation Home

Water Front 3/3 Family and Boat Friendly Home, Great Views

Islamorada, Florida, United States

This beautiful well-kept and spacious two story bay-side waterfront home is a perfect rental home for you and your family. The home has three bedrooms and three baths, 2/2 upstairs and 1/1 down. The expansive great room (22 ft. X 38ft.), which includes the kitchen, dining, sitting and living rooms with 60 inch hd tv overlooks the wide open views of hurricane creek, making entertaining or just chilling something to remember. The front of home has a balcony with chairs overlooking the park and partial view of the bay. . From the 96 ft. Dock you have a view of the bay and are able to fish, swim and tie up at least two boats. It is located at mile marker 73.5, on lower matecumbe key, making it close to islamorada restaurants and shopping. Within one mile of the home, you will find a convenient store, gas station, restaurant, lounge, hard ware store, bait and tackle store and ann’s beach. By boat, channel 2 and 5 are less than two miles away making ocean access fast and easy

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Sleeps

Exceptional(2)

$627.13

/ Nightly

Private Vacation Home

Gorgeous Keys Vacation Home in Prestigious Neighborhood of Port Antigua

Islamorada, Florida, United States

Beautiful Port Antigua waterfront home with a 60 foot concrete dock on a wide, clear-water canal. Access to Port Antigua homeowners' boat ramp and private white sandy beach on the Florida Bay. Meticulously maintained residence with third floor suite, with two walk-in closets, spacious spa-style bathroom featuring double sinks, and large balcony with water views. Office/loft space with trundle bed to accommodate 2 extra guests. Main level offers two bedrooms, one bath, custom kitchen, and dining and living room with vaulted Cypress plank ceilings. Substantial waterside screened patio that wraps around the entire 2nd floor. Additional rooms on ground floor which includes 2 bedrooms and one full bath. Featuring a brand new in-ground spa-style saltwater pool with putting green on the side. Also features metal roof, small barbeque and covered patio. A lovely home dubbed 'Banana Republic'.

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Rent a place that suits your needs

Condo

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Hotel resort

View 23 Hotel resort

Private vacation home

View 523 Private vacation home

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Islamorada, FL

$517.39

$205.38

$1197.33

$739.01

$1350.0

$501.05

$717.87

$3836.66

$307.38

$369.91

$1351.01

$407.33

$715.86

$871.05

$204.36

$724.47

$760.36

$478.92

$295.45

$627.13

Rent a place that suits your needs

Most popular vacation rentals in Islamorada

$1588.39

$1719.90

$1716.73

$1606.37

$1600.73

$1595.07

$1510.57

$1409.53

$1433.51

$1948.66

Most Popular Cities in Florida