Vacation Home Rentals By Owner In Islamorada, FL

$271.47

Wake up every day to the sunrise from the deck of this waterfront home 2bed home

Islamorada, Florida, United States

This lovely home has 2 bedrooms and 2 baths. The home is completely furnished, just bring you sunscreen, flip flops and fishing rods!brbrWhile here, you will have full access to all of the Islamorada resort amenities and activities. Including a heated pool, clubhouse, outdoor game lawn, billiards, and ocean front tanning chairs and boardwalk. A social calendar for all guests is always available for those that wish to be more social, while fine dining is only a minutes drive in Islamorada.brbrIslamorada is the fishing capitol of the world, and you will easily find plenty of nice dining locally. Founders park is directly across the street for those that wish to walk over and have a day at the beach, or just play some pickle ball.brA min of 28 nights is required for these homes. Boat slips may be booked for an additional fee.

2

Bed

2

Bath

6

Sleeps

$348.36

/ Nightly

Private Vacation Home

Beachfront Islamorada Villa with Dockage

Islamorada, Florida, United States

The perfect Islamorada getaway awaits. brbr Sandy Pointe Villa provides panoramic water views overlooking the Florida Bay, a private sandy beach and protected dockage, canal-side. brbrThis duplex features 3 bedrooms and 3 baths with an open layout for a spacious kitchen and dining room, and a living room with wall to wall sliding glass doors giving you unobstructed water views. Also on the main floor is two bedrooms, a comfortable master ensuite, and one guest room with a queen bed. Downstairs offers a separate one bedroom, one bathroom with two twin beds and a large carport with plenty of parking. brbr Spend the day in your backyard, at one of Islamorada's most pristine beaches, or load up the boat with fishing rods and explore all the wonders the Florida Keys waters have to offer. After a long day enjoying the Keys life, take a moment to sit back, relax and watch the sun set over the Florida Bay from your patio. brbrSandy Pointe is located on prestigious Lower Matecumbe, only miles away from downtown Islamorada and close to some of the best fishing spots in the world. Located only seconds away from the Everglades National Park and minutes from the ocean via Channel 5 bridge. brbr28 day minimum, please inquire for rates and availability. brbrDockage is available on a first come first serve basis. 30' max length. brbrSandy Pointe Villa ~ MM74 Bayside

3

Bed

2

Bath

6

Sleeps

$355.03

/ Nightly

Private Vacation Home

Bayfront Islamorada Townhome with Dock & Beach

Islamorada, Florida, United States

Enjoy all the wonders Sandy Pointe Townhome has to offer. With breathtaking bay views, deep water dockage and a private beach, this townhome is the perfect Islamorada retreat. brbrThis bayfront home features 3 bedrooms and 2.5 bathrooms, townhome style. The main floor offers a fully equipped kitchen, open living and dining room with water views from every angle, and large balcony overlooking the beach. Located on the third floor is the three bedrooms, one with a queen bed, one with a tin bed and a full, and a luxurious master ensuite with stunning beach views. brbrReady for a beach day Or a day on the boat This unit offers the best of both worlds, with protected canal dockage and located only a few steps away from the beach. Sit and relax under the waterside tiki hut or take a dip in the bay. After a long day soaking up the sun and fishing, enjoy the sunset over the Florida Bay from your private balcony. brbrLocated on prestigious Lower Matecumbe, close to downtown Islamorada and only minutes away from the most wonderful fishing spots in the world. Enjoy backcountry fishing right in your backyard, or hop over to the oceanside via Channel 5 Bridge. brbr28 day minimum, please inquire for rates and availability. brbrDockage is available on a first come first serve basis. 30' max length. brbrSandy Pointe Townhome ~ MM74 Bayside

Bed

Bath

Sleeps

$583.76

/ Nightly

Private Vacation Home

Pool Front Home with Ocean Views at Anglers Reef in Islamorada and Slip.

Islamorada, Florida, United States

Welcome to Angler’s Reef Villas & Marina, a stunning Islamorada vacation destination. Quaint streets and walking paths wind through this Caribbean fishing village-styled retreat, dotted with 52 cottages inspired by Native Conch and British West Indies themes adorned with metal roofs and gingerbread trim. More than five hundred feet of oceanfront and mangroves frame 36 protected, optional deep-water boat docks, perfectly poised for aquatic excursions.brbr*****ALL rentals must be from Saturday to Saturday. No Midweek rentals*********br*****Optional Dock is available to rent - Weekly Rates will Vary Slip 19**brbrLush, tropical landscape adorns this property. Find your home away from home in this two-bedroom, two and a half bath conch-style townhouse overlooking the resort style swimming pool. Our home has ocean views, 2 spacious decks, full kitchen, and other inspired amenities for your best vacation yet.br br****Optional Dock space is available to rent - Weekly Rates Vary Slip 19**br- 1 KING bed in the master bedroom with flat screen TV; br- 2 Queen with guest bedroombr- 2 FULL Bathrooms with SHOWERS and blow dryers + 1/2 Bathbr- LIVING ROOM with 2 SEPARATE SEATING areas with TV;br- DINING AREA for 6: with a table for 4 and 2 counter seatsbr- In-unit WASHER/DRYER;br- Fully equipped KITCHEN with appliances, KEURIG coffee maker, toaster;br- 2 BALCONIES with seating; br- All linens, beach and bath towels, bathroom essentials, kitchen utensils, plates, cookware, glasses are provided. brYou don’t need to bring a thing! This home is great for a family vacation. There is also a beach and kayaks available. brbrReserve your stay today!brbrOffshore, three miles south, is the famed Alligator Reef while just east lays the only living coral barrier reef in the Continental United States. Islamorada, located in the heart of the Florida Keys also teems with sailfish, tuna and dolphin in the Atlantic Ocean and tarpon and elusive bonefish in Florida Bay, and is known as the “Sport Fishing Capital of the World.”brbr*** All rentals must be from Saturday to Saturday. No Midweek rentalsbr*Dock space is available to rent - Weekly Rates Vary Slip 19**br*Please check slip availability prior to booking. br*Moored vessels may not exceed a maximum bridge height of 9 Feet, total length of 31 feet, or draft of 3.5 feet.br*Available for weekly and monthly vacation rentals.

Bed

Bath

Sleeps

$433.92

/ Nightly

Private Vacation Home

Anglers Reef- Family Friendly Community at a Fraction of the Cost.

Islamorada, Florida, United States

This Property is fully insured for rentals and licensed by the Village of Islamorada, license #24-0318.brbrWelcome to 134 Anglers, a luxurious escape for your vacation needs. Perfect for families, couples, or a friends getaway. Located in Anglers Reef, a gated community with heated swimming pool and two private beaches. Our availability calendar is always up to date and current.brbrOur beautiful house has 2 Bedrooms, 2.5 Bathrooms, A/C, Quartz counter tops, modern stainless steel appliances, SMART Tv's. Open porches and balconies, rich hard wood floors, dining room seating for 6, coastal décor. A truly unique place to stay in the keys, with a boutique – style feel.brbrAnglers Reef is one of the Florida Keys most luxurious developments with 52 villas and 30 boat slips. Set in meticulously landscaped gardens, overlooking a private heated 75 ft. swimming pool, private beach and the magnificent Atlantic Ocean. brbrAnglers Reef is the perfect home for fishing and diving enthusiasts, foodies, and anyone who enjoys beautiful sunrises and sunsets, the wonderful Florida sun, kayaking, paddle boarding, jet skiing, snorkelling – the list is endless. You may even spot Manatees in the Dock.brbrFor your convenience, we provide complimentary Wifi, Beach towels (as well as house towels), bed linens, washer, dryer, dishwasher, BBQ, books and lots of information about where to eat/what to do. 2 designated parking stalls, with single covered carport. Boat launch at neighboring Snake Creek Marina. The perfect Vacation Rental at Mile Marker 85.brbrIf you like staying in luxury accommodation with all the amenities you could possibly want or need then this is the house for you! Please call or email for a quote or for more information. brbrPets are not allowed

Bed

Bath

Sleeps

$1245.85

/ Nightly

Private Vacation Home

Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs

Islamorada, Florida, United States

Sunset Reef is professionally cleaned including all linens and towels. The owners or property manager do not do the cleaning. and laundry.brbrIslamorada Florida is known as the Sports Fishing Capital of the Florida Keys. Our custom designed and built 5000 square foot home, “Sunset Reef,” is half way between Key West and mainland Florida. Our home is located on the calm bayside at Mile Marker 76 on the Historic Overseas Highway. The highway follows Henry Flagler’s famous railroad to Key West that was destroyed in the deadly Labor Day hurricane of 1935. Miami International Airport is a 90 minute drive without rush hour traffic. Fort Lauderdale International Airport is a 2 hour drive without rush hour traffic. From Sunset Reef a visit to Key West is an easy 75 mile, 90 minute drive. “Downtown Islamorada” is home to a number of great restaurants for casual waterside dining or more upscale seafood, chop or steak dinners. Whether you are coming to the Keys for a restful break from cold weather, to catch lobster and stone crabs, to go scuba diving, to spend your time fishing the back country for snook, redfish, bonefish and tarpon or to go off shore fishing for dolphin, wahoo, snapper and grouper, Sunset Reef in Islamorada can be your comfortable home away from home. Our Islamorada vacation rental license number is 25-0266. Maximum of 8 adults plus children under age 7 for a maximum of 10 people for Sunset Reef rentals. brbrSunset Reef is a private, gated, one and one quarter acre, bayside waterfront estate. From outside the reef scene gates on Overseas Highway, US 1, you have no idea what is located on the property. The “Keys” styled home is surrounded by manicured grounds. We are located on the calm bay side of Lower Matecumbe Key in Islamorada, Village of Islands, Florida. The property includes a pool and hot tub looking out over the bay and Matecumbe Bight. There is a 90 foot deep water dock with 50 Amp shore power and water available. The bayside deck area has Adirondack chairs and a wood burning fire pit. The pool area includes lounges, tables and umbrellas. Relax in the hammock or a lounge, read a book, snorkel and swim in the calm shallow bay water, have fun on a stand up paddle board or kayak south to the “hurricane hole” to look for Manatees. You can fish from the dock and walk into the water to snorkel for lobster. We never tire of the stunning sunset views from the bayside deck area and then enjoy an open fire sitting around the fire pit on cool evenings. brbrOur 4 bedroom, 4 ½ bath home is three stories with a roof top sundeck. The elevator can take you, your luggage and groceries to all indoor living levels of Sunset Reef. You will climb the spiral staircase from either the middle level or the upper level to the roof sundeck for views of not only the islands in Everglades National Park on the bayside, but of the Atlantic Ocean and the historic lighthouse on Alligator Reef. Walk the property through our shade garden, ring one of the peace bells, sit on a teak bench and relax amid the native and tropical landscaping. The spacious ground level covered patio facing the bay is perfect for entertaining and dining. The complete “outdoor kitchen” includes a large gas grill, burners and rotisserie. brbrThe entire home was designed to embrace the fabulous west facing bay views. The upper level contains the living/dining great room, large gourmet kitchen, powder room and master bedroom. The entertainment area has a wall mounted SMART HDTV, DVR, and a stereo system including speakers in the master bedroom, bathroom and on the outside deck. The master bedroom has a desk area, walk-in closet and bathroom with a double shower/steam room, separate jetted tub and double vanity. The entire west wall of the great room is sliding glass doors opening onto a covered deck for dining, lounging and relaxing. There is a built in gas BBQ, lounges, dining table and seating area. The all granite kitchen has an island with cook top, prep sink and eat-in area. There is a third prep/bar sink at the elevated bar/eat-in area. All of the stainless steel appliances, 48 inch refrigerator/freezer, double convection oven/microwave, warming drawer, dishwasher, ice maker and wine cooler are top of the line. The kitchen is completely stocked with all necessary small appliances including a Keurig beverage maker, drip coffee maker, electric kettle, cookware, serving pieces, platters, pizza pan, cookie sheets, cutlery, food processor, teapot, toaster, blender, waffle iron, etc.brbrThe middle level has three bedrooms with en-suite bathrooms. All bedrooms open onto outdoor covered deck areas with lounges, tables and chairs. There is another living area on this level with a desk area, wall mounted HDTV, DVD player and speakers on the outside deck and ground level outdoor kitchen area. The laundry room is also located on the middle level. brbrThe ground level has the entry area with the elevator and stairs to the middle and top levels. The storeroom has a refrigerator/freezer, a chest freezer, coolers, paddles, USCG life jackets, bicycle helmets and pool towels. 6 Kayaks, 4 SUPs and an assortment of bicycles are included for guest usage. The garage and motorized watercraft are not included with the rental of Sunset Reef. The house has the X-1 Comcast Cable TV and fast residential Internet available. Both hardwired and passphrase secured wireless Internet access is available on both living levels.brbrSunset Reef has immediate access to Everglades National Park and back country fishing. Atlantic Ocean access is 2.5 miles SW to Channel 2 and 3.5 miles to Channel 5 for larger boats. Robbie's marina and Atlantic Ocean access is 2 miles NE through a mangrove channel.brbrIf you zoom in on the map, the icon will come down on the exact location of Sunset Reef.brbrNeed baby gear during your stay We have some baby gear that is available to our guests. This includes a full sized crib, high chair, and a couple of pack-n-plays. We do not have enough to supply both of our vacation rental properties in Islamorada, so check with us first We have set up an account with BabyQuip to help our guests with obtaining baby stuff to make their vacation easier and safer.brbrRent cribs, car seats, strollers, toys and more from BabyQuip! As seen on Shark Tank, BabyQuip offers clean, sanitized, and safe baby gear in Islamorada. Visit Sunset Reef’s unique link https://www.babyquip.com/a/ky6u1w to make a reservation.brbrIf you are looking for another weekly Islamorada vacation rental property, please look at our Atlantic side, beach front 3 bd, 3 full ba condo at MM 80.6, www.vrbo.com/1174114 or www.HomeAway.com/1174114. We also have a Park City/Deer Valley, Utah 4 bd, 4 1/2 ba vacation rental home. www.vrbo.com/206330 or www.HomeAway.com/206330.

4

Bed

4

Bath

10

Sleeps

$795.0

/ Nightly

Private Vacation Home

Beautiful Islamorada Home in he heart of the keys, boat-slip, pool, and gated.

Islamorada, Florida, United States

Escape to paradise in the heart of Islamorada, the fishing capital of the world! This stunning 4 bedroom home sleeps 8 and offers a tranquil retreat in a quiet, secluded, private community. Enjoy the heated community pool, boat dock, and private boat ramp. This home has plenty of parking and its own commercial ice machine, and is a boaters dream. Indulge in great shopping and restaurants nearby, and don’t miss the chance to snorkel or paddle board in the natural aquarium just off the dock. Unwind on one of the beautiful porches surrounded by nature and watch the birds dance across the sky. Your island paradise awaits!brbr

Bed

Bath

Sleeps

$562.17

/ Nightly

Private Vacation Home

Keys Paradise with Private Beach and Pool

Islamorada, Florida, United States

NOTE:br--PLEASE SEND AN INQUIRY TO BE SURE YOUR DATES ARE AVAILABLE. br--DOCKAGE AVAILABLE AT FOUNDERS PARK MARINA RIGHT NEXT DOOR FOR A FEE. NO DOCKAGE AND NO TRAILERS ALLOWED ON PROPERTY. (Condo rules, not ours!!)brbrLuxury resort amenities with all the comforts of home! brGorgeous, spacious condo with modern updates just steps from the crystalline waters of the Florida Bay. Updated kitchen appliances, granite counter tops and fully equipped with all the extras you might imagine make the kitchen a gourmet cook's delight. Breakfast bar and large wooden table accommodate up to 10 comfortably in the adjoined dining area. The open floor plan makes it a great space to sit with your family and friends while others are preparing food in the kitchen in one of three couches and three comfy chairs. You'll find one full bath downstairs and another upstairs, both completely remodeled this year with tile and luxury finish.brbrEnjoy sitting under the stars or making your favorite barbecue foods on the private outdoor patio equipped with large gas grill, surrounded by greenery and shaded by palms. Just off the patio, but hidden by the greenery is one of the complex's two tennis courts. And only a few steps away is the pool and club house where you can swim in the large, heated pool or just relax in the shade in one of the many lounge chairs. brbrThe enormous master bedroom hosts a dreamy king bed with orthopedic mattress and memory foam top and is decorated with classy Keys style, and a Queen bed up in the loft space, as well as plenty of room for a queen air mattress down below if you need it. brThe second bedroom has a Queen beds, and two twin (bunk) beds. Wooden ceilings with inset lights are a highlight of the high-end updates made in the recent remodel. There's plenty of space for everyone to relax and enjoy the escape to paradise.brbrMarvel at the most spectacular sunsets on the planet from our private beach, just a minute walk from the front door. Jump from the wooden dock to swim in the clear blue water, or just enjoy watching the variety of colorful reef fish, rays, nurse sharks, and even frequent visits from manatees! Fishing is great right off the dock, too.brbrYou won't ever have to go far to enjoy the best that Islamorada has to offer. Walk easily to nearby Founders Park, where you will find a large sandy beach with beach volleyball, a play ground, an olympic sized pool, a walking/ running path, an outdoor gym, soccer and baseball fields, and a marina. Various restaurants are within a mile of the property and the heart of downtown Islamorada is 4 miles to the south. brbrOther amenities include parking for up to 2 vehicles, high speed WIFI, smart TV, and a large washer and dryer onsite so you can pack light.brbrNote: The bed configuration is different than the photos but the same beds are all there, as follows: Large bedroom with King bed and a Queen bed up in the loft. Space for queen air mattress if needed. Second bedroom has a queen and two twin bunks.

2

Bed

2

Bath

8

Sleeps

$312.82

/ Nightly

Private Vacation Home

Charming Islamorada house with waterfront, private dock and beach

Islamorada, Florida, United States

Nestled in Islamorada, this delightful house offers a peaceful and serene retreat for guests. With 2 bedrooms, including a king bed, queen bed, and full bed, there's plenty of space for everyone to relax and recharge. The bathrooms are equipped with a bathtub, shower, and hair dryer for added convenience. Whether you're lounging in the cozy living area or enjoying the brilliant sunshine on the outdoor patio, you'll feel right at home. Plus, amenities like WiFi, a washing machine, and AC ensure a comfortable stay. It's easy to see why you'll be able to unwind at our place. The property has access to a private beach considered one of the best in the area. The beach is within a five minute walk or you can use one of the four bikes available. There are four kayaks that can be used to enjoy the area.

Bed

Bath

Sleeps

$2241.97

/ Nightly

Private Vacation Home

Brand New Unique Deep Water Gulf Front Estate. Beach, Pool, Hot tub and docks

Islamorada, Florida, United States

This is a brand new house. Just completed August 2014 brbrThis unique Gulf Front property is located among Gumbo Limbo, Mahogany, Royal Ponciana and palm trees sprinkled with other tropical foliage set directly on the Florida Bay/Gulf of Mexico. Hammocks and swings hang from the trees offering places to take frequent naps. The fabulous beach area and 60 ft. dock is an outdoor paradise. brbrThe dock is a boaters dream. It is fully protected from weather with deep water access. The property location is within direct view of Everglades National Park where back country fishing is world famous. Or possibly you would want to go deep sea fishing or scuba diving in the Atlantic Ocean just 15 minutes away through Snake Creek or Tavenier Creek. brbrThis estate is a three level home right on the water. The complete back of the house is windows allowing beautiful vistas and sunsets 24 /7. Appointed beautifully. High end appliances. Fireplace, shuffleboard table, ping pong table, swimming pool. Large porches. A perfect place for the discerning traveler. The electronics and TV's are state of the art. The master bedroom has a inferred sauna. brbrThe large gorgeous property is completely fenced in with a private electric gate adding security and peace. brbrKeywords: Florida Bay/Gulf of Mexico frontage, deep water with large dock, palm tree beach, sunsets, world famous fishing and diving, peaceful and charming setting. Ultra modern brand newly constructed estate.

Bed

Bath

Sleeps

$735.91

/ Nightly

Private Vacation Home

Beautiful Bayfront Home with Amazing Sunsets

Islamorada, Florida, United States

brThis Property has a large kitchen and living area open to amazing views of the bay with 4 bedrooms and 3 full baths. You cannot go wrong with the protected boat basin for your boat or jet skis. If snorkeling, swimming or kayaking is your thing, look no further! Either enjoy amazing sunsets in the comfort of the backyard or walk to a fun local hangout (88 Restaurant) for a homemade Island cocktail. Don t forget to enjoy the Treehouse with a card game or just to see a different view :). Brand new pool, right on the beach!!brbrBryanna Schafer Dean brChesapeake Real Estate Associates Chester, MD. Contact owner first for all rental details :)brbrbr

Bed

Bath

Sleeps

$540.98

/ Nightly

Private Vacation Home

Beautiful 4/3, pool home in lovely White Marlin beach, Islamorada, FL

Islamorada, Florida, United States

Beautiful 4 bedroom, 3 bathroom pool home in lovely White Marlin beach, Islamorada, FL. Serene and spacious outdoor area with brand new wooden deck, private pool and private homeowners beach park. Two bedrooms/ two baths upstairs. Master Suite with ensuite bathroom. Second Master downstairs with full bathroom and den/TV room with queen size pull out couch. Screened in terrace overlooking pool and canal. Flat screen TV's throughout the home. Five minutes access to open bay waters and ocean side. Close to great restaurants.

Bed

Bath

Sleeps

$394.63

/ Nightly

Private Vacation Home

2BR/2.5BA Angler's Reef Conch Villa 103 With Private Beach and Pool Access

Islamorada, Florida, United States

In the heart of the Florida Keys - Islamorada - an ancient reef awaits your arrival, where its waters brim with earth's most abundant marine life and it is nobly touted as "The Sport Fishing Capital of the World." Greeting you along its shore, native palms wave in a Caribbean breeze, framing dramatic ocean views where a spectacular pool meets the Atlantic. Preserved in the barefoot beauty of another time, Angler's Reef brings together quaint streets and walking paths to unite a community of homes crafted in the style of Native Conch and the British West Indies; Here private, deep water docks channel boats to the Mecca of fishing - famed Alligator Reef - just three miles to the south.brbrLocated in the center of the sport fishing and boating universe, Angler's Reef offers all the amenities of a classic-sport fishing resort, including:brbrGated entry for privacy and securitybr36 privately owned protected deep water docksbr500 feet of private beachfrontbrCrafted in the style of Key West Conch and the British West Indies: metal roof, spacious porch and classic gingerbread trimbrTile floors & morebrHeated Oceanfront pool with Mens & Womens BathhousebrClose proximity to several state and national parksbrNearby seafood restaurants serving the freshest catch of the daybrNearby Snake Creek Marina for water sports, fishing and boating servicesbrBoat trailer parking available along the Old Highway median outside the property gatebrAdditional auto parking available along the Old Highway median outside the property gate

Bed

Bath

Sleeps

$206.79

/ Nightly

Private Vacation Home

Endless Paradise at Executive Bay Club in Islamorada

Islamorada, Florida, United States

* Beautiful 3/2 townhome with tile and wood floors, close to pool and beachbr * 50' LCD TV with stereo system, DVD players, TVs in bedrooms, large sofa with 2 end recliners, large BBQ grill, washer and dryerbr * Large Master Bedroom 'Sandy Shores' Room: King size bed & reclining chairbr * Second Bedroom 'Nautilus' Room: Queen size bedbr * Enclosed Loft 'Surfs Up' Room: 2 Full size bedsbr * Wireless Internetbr * Centrally located one hour and a half from Miami and Key Westbr * Located on beautiful Bayside of Islamorada, MM 87.2 'Fishing Capital brof the World'brbrRelax and/or Play in Paradise!

3

Bed

2

Bath

8

Sleeps

$1039.23

/ Nightly

Private Vacation Home

4-Bedroom Oceanfront Home in the Heart of Islamorada

Islamorada, Florida, United States

Immerse yourself in the luxury and beauty of Oceanside Resort, a brand-new gated community with 9 beachfront homes nestled in the heart of Islamorada. Our 4 bedroom home invites you to experience modern coastal comfort while its nearly 3000 square feet of indoor space provide ample room for family and friends. Every stylishly furnished bedroom comes complete with its own en suite bathroom, and an expansive living/dining area opens directly onto a private patio & pool. Plus, savor delicious food prepared fresh from your own fully equipped kitchen or take advantage of numerous nearby restaurants, such as Morada Bay and Square Grouper, where breath taking views meet tantalizing cuisine. Our home, at mile marker 82, is just minutes away!brbrPlease note, our home is located in a brand new development with ongoing construction on the houses closest to the water. It is situated in the center of the development, therefore, construction should not interfere with the vacation experience.

4

Bed

4

Bath

8

Sleeps

$276.4

/ Nightly

Private Vacation Home

A piece of Paradise in the Keys.

Islamorada, Florida, United States

Beautiful Canal Home in Florida Keys Islamorada. Amazing sunsets at our private beach just few blocks away. We have the best fishing and diving in Islamorada, just minutes away!! Come visit the Florida Keys, eat, fish, dive and relax! Whether you are looking for the best diving spots or the best restaurants, we are close to it all. It's a very quiet neighborhood. The neighbors are very friendly. brOur private neighborhood beach is fun for the whole family, grill on the beach, wade and find critters, then stay and watch the sunset!brWe have a spacious yard that can fit your modest RV, and 70 feet waterline with small dock for your boat or jet ski.brIf you will be bringing a boat or renting one, registration and proof of insurance with liability is required.

1

Bath

5

Sleeps

Exceptional(1)

$1233.01

/ Nightly

Private Vacation Home

Stunning Bayfront Home with Pool & Dockage in Islamorada

Islamorada, Florida, United States

Grab a margarita and unwind at Marchettiville!brbrThis stunning 5-bedroom, 3-bathroom oceanfront property offers private breathtaking panoramic views of the Florida Bay.brbrLocated in Lower Matecumbe, it provides direct access to the Everglades and the Channel 5 bridge to the Atlantic Ocean. Just a few minutes drive to fine dining and shopping in downtown Islamorada.brbrThe upstairs boasts a spacious, open-concept living area with wall-to-wall hurricane-impact windows that frame the mesmerizing seascape. Enjoy the views from the gourmet kitchen and create chef-inspired meals with top-of-the-line appliances. brbrThe grand master includes an en-suite bathroom, ample closet space, and direct balcony access to the pool. The additional bedrooms are equally impressive, each with unique character and comfortable furnishings. brbrDownstairs is a spacious two-bedroom, one full bathroom, with it's own family room offering a comfortable separate space. brbrStep outside into your private oasis featuring a sparkling heated pool and a 30-foot beach area perfect for soaking up the sun. Light up the outdoor Fisher & Paykel grill and enjoy a freshly mixed frozen drink from the two restaurant-quality margarita-making machines. Relax in the spacious covered lounge area and take in the tranquil waters and sunsets at your own leisure.brbrSpend the day on the coastal waters - visit the well-known historic Alligator Lighthouse or grab a paddle board for a more active venture. brbrWhether you're spending the day on the water or recharging inside, we invite you to enjoy Marchettiville's serene ambiance and exclusive privacy.brbr28 night minimum. Please inquire for rates and availability. brbrMarchettiville ~ MM76 Bayside

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Bath

Sleeps

$1948.66

/ Nightly

Private Vacation Home

New - Oceanfront Estate - Private Beach - Heated Pool - Stunning

Islamorada, Florida, United States

Oceanfront luxury in the heart of Islamorada! This 5-bedroom retreat features lush tropical grounds, a private pool & private beach, boat basin, and dock with stunning ocean views. Enjoy sun-filled living spaces, a fully equipped kitchen, and easy access to fishing, snorkeling, and kayaking—your private slice of paradise in the Florida Keys. brbr - Oceanfront view br- Lush grounds for morning walksbr- High Speed Internetbr- Heated poolbr- Kayaks for guests usebr- Outdoor patio with BBQ grill br- 5 Bedrooms br- TVs with streaming services br- Private beachfront br- 2 designated workspaces br- Outdoor shower/rinse off area br- Many nearby restaurants brbr Escape to the heart of the Florida Keys at this breathtaking oceanfront retreat in Islamorada. Set on lush tropical grounds, this five-bedroom getaway offers the perfect blend of island charm and upscale comfort — ideal for families, couples, or groups seeking a serene escape by the sea.brbrWake up to endless turquoise views and spend your days relaxing by the sparkling private pool, soaking up the sun, or exploring the water from your own private dock and boat basin — perfect for fishing, snorkeling, or setting off on one of the kayaks. brbrInside, you’ll find spacious living areas bathed in natural light, a fully equipped kitchen for shared meals, and beautifully appointed bedrooms designed for rest and relaxation. Every window frames a glimpse of paradise — swaying palms, colorful blooms, and the tranquil ocean beyond.brbrAs evening falls, unwind under the stars with a cocktail in hand, listening to the gentle waves lapping against the shore. Whether you’re here for adventure or peace and quiet, this property offers a slice of true Keys magic.

5

Bed

4

Bath

12

Sleeps

$217.05

/ Nightly

Private Vacation Home

Keys Life Cottage ~ Downtown Islamorada Cottage with Pool Access!

Islamorada, Florida, United States

Welcome to the Keys Life Cottage!brbrThis coastal inspired two-bedroom, one-bath home is tucked away on a large landscaped lot in the heart of Islamorada and within walking or biking distance to Islamorada's famed Arts and Cultural district and to some of the most renowned restaurants, breweries, marinas, and boutiques in the Florida Keys.brbrBetween the high vaulted tongue and groove ceilings, open floor plan, fully equipped kitchen, gorgeous bathroom, inside laundry, BBQ, cable and internet, it’s easy to make yourself right at home! The primary bedroom is equipped with a queen size bed, the second bedroom has a twin bed with trundle, and there is also a queen sleeper sofa in the living room for additional guests.brbrStep outside and enjoy the island breeze under your own private tiki hut, the perfect spot to relax with a drink, enjoy a meal, or simply unwind after a day of adventure. To make exploring even easier, two bicycles are included with your stay, ideal for cruising to the local breweries, boutiques, or grabbing a bite nearby.brbrAlso included in your stay is access to a private members-only club (only 1.5 miles away!) that offers a peaceful, secluded sanctuary complete with a heated and chilled pool, tiki bar, and tournament-rated fishing captains available for hire to take you out to experience the fantastic fishing Islamorada has to offer. Head out to the Everglades National Park and fish the flats for tarpon, snook, and bonefish, or head to the oceanside for the other fishing experience that brings avid anglers here year after year! For the other water experiences Islamorada has to offer that can’t be missed—snorkel tours, kayaks, paddle boards, and sandbar cruises—these can all be booked here as well. The club also has showers available and weekly events such as live music, painting nights, food trucks, and more.brbrThis home is your quintessential destination for island-style living. Come relax at the best-kept secret in the Keys. brbrHave any questions Feel free to ask away! Coastal Vacation Rentals of the Florida Keys is located in the heart of Islamorada and has a full office staff to ensure you have the best vacation possible.brbrReservation Deposit & Cancellations: A reservation deposit equal to one-half (50%) of the total reservation amount is due at the time of booking. TENANT shall be entitled to a refund of the one-half (50%) reservation deposit, less any non-refundable fees, if the reservation is cancelled at least 60 days prior to the occupancy date. The remaining balance, including any required security deposit, is due no later than 60 days prior to the occupancy date. If the cancellation occurs within 60 days of the occupancy date, the full reservation amount shall be non-refundable. If the booking is made less than 60 days prior to the occupancy date, the full reservation amount shall be due at the time of booking, and TENANT shall not be entitled to a refund of any amounts paid in the event of cancellation. As an exception to the foregoing, TENANT shall be entitled to a refund of all amounts paid if COASTAL re-rents the property for the same amount and for the full rental period. If the property is re-rented for fewer days or at a lower rate, COASTAL may deduct from the refund the difference between the total amount due under TENANT’s original reservation (including all taxes and fees) and the amount received from the subsequent rental. brbrInstant quote prices and calendar availability are subject to change without notice and are not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak to one of our associates to confirm pricing and availability.

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Bath

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$450.01

/ Nightly

Private Vacation Home

Anglers Reef Islamorada home with ocean views, private marina, beach & pool

Islamorada, Florida, United States

Angler's Retreat is a 2 bedroom, 2.5 bathroom single-family home with picturesque ocean views, privacy, and space. The property is in Angler's Reef, a boutique complex of 52 homes donned with quintessential Keys charm. Amenities include lavishly landscaped pathways, a serene, tropical community pool overlooking the Atlantic Ocean (heated in winter), 500 ft of private beach, and a marina with 36 boat slips with a deep water channel out to the Atlantic. Boat slips are available for rent (31' max). The house sleeps up to six comfortably and is appointed with delightful Keys motif, luxury touches, and amenities for the perfect Keys getaway. brbrEnjoy comfort and privacy with two bedrooms located on the 2nd floor, each with its own bathroom and spacious closet. Inside the master bedroom, you'll find a king-sized bed, cable television, dressers, and a private bathroom, including a glass-enclosed stand-up shower with a bench and granite double vanity. The master bedroom also has a walkout, ocean-view balcony with comfortable seating to enjoy the sunrise. The guest bedroom features two queen-sized beds, cable television, and abundant dresser space, and its private bathroom includes a shower with a full bathtub. For your convenience, each upstairs bathroom provides hair dryers and starter toiletries: shampoo, conditioner, bath gel, body lotion, and hand soap. Should you need an extra bed, the downstairs area includes two chairs that pull out to comfortable single sleepers. Additional pillows, bedding, and blankets can be found throughout the home.brbrDownstairs, ocean views off the porch make the perfect setting for morning coffee or 'anytime' cocktails (it is the Keys). The kitchen boasts stainless appliances, a refrigerator with an ice maker, a dishwasher, a stove, and granite counters, and looks into the living room, which includes an oversized couch for movie night on the 75 flat screen and smart TV. Of course, cable, including HBO, WiFi, and telephone, are included. The home is fully stocked with all your needs, so pack light. Items in the home include a coffee maker (Keurig and auto drip), blender, toaster, pots and pans, dishes, utensils, linens, bath towels, beach towels, iron, and even a collection of books and games. The home also has its washer-dryer in the hallway and a gas BBQ grill out back.brbrWe are located in Islamorada, the Sportfishing Capital of the World, just 90 minutes South of Miami. The area is known for its incredible wildlife, artisan shops and restaurants, and extensive waterways for boating, snorkeling, and scuba diving, most notably during the mini-lobster season. Explore by land or sea. You won't be disappointed.brbrWe are one of Islamorada’s limited licensed weekly vacation homes, VR-239.br

2

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2

Bath

6

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