Vacation Rentals By Owner In Islamorada, FL

$763.82

The Perfect Getaway with Swimming Pool, Jacuzzi and Boatslip

Islamorada, Florida, United States

This beautiful, four-bedroom, three-bath house is conveniently located in the heart of Islamorada, the fishing capital of the world. Situated in a beautiful upscale neighborhood of all waterfront homes, the house is equipped with all the comforts of home. It is extra clean and modernly furnished.brbrUpstairs there are three bedrooms and two baths. Downstairs there is a totally independent, one-bedroom, one-bath apartment. The house is PERFECT for those traveling with different age groups, in-laws, teenagers, or two families. The house is fully equipped with everything you will need to make your vacation a 'PERFECT' one.brbrSpend your days soaking up the sun and your evenings relaxing in the jacuzzi or in our HEATED swimming pool. THIS IS PARADISE! Being just one-and-one-half hour from Miami and one-and-one-half hour from Key West, you can easily spend a full day in either of the two, and be back on time to watch the beautiful sunset.brbrWe are just one mile from world-famous Holiday Isles, TIKI BAR. There you can sit out by the beach, or take a dip in the pool. Their live entertainment and contests give your vacation the full island effect. As if diving, snorkeling, sunning, boating, and swimming all day were not enough, do not forget to spend an afternoon swimming with the dolphins or the stingrays. Also, just one minute from the house.brbrCome and spend you PERFECT vacation at THE PERFECT GETAWAY!!!brbrPOOL HEATING WEEKLY CHARGE OF $300 AVAILABLE UPON REQUEST. RENTER MUST NOTIFY OWNER AND PAY FOR HEATING CHARGE IN ADVANCE TO ASSURE THAT POOL IS HEATED IN ADVANCE. AFTER CHECK IN, POOL HEATING CHARGE IS $400, AS POOL COMPANY HAS TO RETURN TO LOCATION TO TURN ON THE HEATER.brbrBOAT AVAILABLE FOR RENT. ARRANGEMENTS MUST BE MADE IN ADVANCE.

4

Bed

3

Bath

8

Sleeps

$468.97

/ Nightly

Private Vacation Home

OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

Islamorada, Florida, United States

Windley Cottage is a private home in the exclusive gated community of Angler's Reef in Islamorada. This welcoming, tastefully-decorated home is located at mile marker 85, away from the highway , and just steps from the pool and docks. The “Bahamian conch style home provides irresistible charm and comfort tucked in among lush landscaping. ts central location is perfect for exploring all of the Florida Keys!brWhether you’re looking for a couples’ retreat or an exciting Keys experience with the family, this home is the answer! Flexible bed arrangements. Call 239-250-4135 for more information. IbrWe have amenities for all ages! Enjoy a swim in our temperature-controlled pool. Paddle out to the sandbar on our complimentary paddle boards or kayaks. Cycle to the many gift shops and restaurants. Scuba or snorkel the nearby coral reefs and shipwrecks, rich with underwater wonders. Dive near the popular Alligator Reef Lighthouse, which is visible and easily accessible from Angler's Reef. For a fee, dock your boat in our protected lagoon with direct, deep-channel access on the Atlantic. Nearby marinas offer boat/jet ski rentals, fishing/scuba/snorkeling charters, and party boats for fun on the water. Whether you fish from shore or our docks, flats-fish in the back bays, or deep-water fish for big game, Islamorada has it all! Swim with the dolphins and learn about the local marine life at Theater of the Sea (1/2 mile from our home). Dine at one of the fabulous nearby restaurants, many offering nightly entertainment.brbrJust 2 miles north is Islamorada Founders Park at MM 87 Bayside. The park offers a shallow water beach, ball fields, playground, fishing jetty, driving cage, 3paddle ball courts, bocce, tennis, a large playground, and basketball courts, an exercise course with 18 stations, and a multi-purpose path within the 40-acre park. Bring your rental agreement for free entry to the park. brbrOther municipal parks include the Islamorada Library Beach and Anne’s Beach. The Windley Key State Geological Site, a state park, is a former coral rock quarry, where fossils of sea creatures can be seen throughout the park.brbrAfter a busy day, enjoy a glass of wine on one of our two private beaches. Play a board game on the back porch. Dim the pendant lights and turn on the fireplace as you cuddle up to watch your favorite movie after a busy day. brbr Just pack a few clothes and your toothbrush and head down to the Florida Keys for the vacation of a lifetime in the comfort and luxury of Windley Cottage! See why people from all over the world get sand in their toes and return here again and again!brbr Contactless check-in and check-out is on Saturdays. Please contact us if you want a different day. Our calendar is updated in real-time and posted rates are accurate. When you find the perfect dates for your stay, simply click on Book Now. brbrSTR#-24-0163brFL DBPR #DWE5403337brbrNOTE: We also own a vacation rental property on Cape Cod, MA. Visit Vrbo listing 3757615 for photos and further information.

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Bath

Sleeps

$1447.23

/ Nightly

Private Vacation Home

Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!

Islamorada, Florida, United States

OSPREY BAY VILLA! Wonderful Bay front Home in the heart of Islamorada in the fabulous Florida Keys for rent by the week, or month; offering Incredible Panoramic Bay and Sunset Views. Heated pool & hot tub, sunning decks galore. Deep water dock & boat basin. Elegant, yet casual, spacious living room with coral rock fireplace, wet bar, open dining room, atrium garden,& gourmet kitchen. Sleeps 10-12 people comfortably. Private south wing offers 3 bedrooms; 1 with1 king bed, 1 with 1 queen bed, another 1 with 2 queen beds, and 1 full bathroom with bathtub & separate shower, double vanity sinks etc. Separate bedroom with two twin beds, tv, a/c, etc. adjacent to kitchen. Spacious second level master bedroom suite with king bed & it's own master bath & vanity room, fireplace & bay side veranda. Third full bathroom with vanity and shower downstairs has an entrance from the wet bar/living room area & also exits to and from the heated pool. Lush tropical landscape & expansive waterfront lawn & dock area with its own small beach for wading into bay, for snorkeling or for an easy launch for kayaks and paddleboards. This vacation home is secluded, yet situated in a perfect location for walking to classic restaurants & local shops. brCome, Relax & Enjoy!brbrKeywords: House

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Bath

Sleeps

$211.95

/ Nightly

Private Vacation Home

Zesty Lower Matecumbe Condo with Private Beach & Dockage

Islamorada, Florida, United States

It's not every day that you come across a rental like this. This delightful and fun 2 bedroom, 1.5 located in Lower Matecumbe offers a private beach, dockage, and enough charm as you can squeeze in. brbrThe main living space, located on the second floor, has a great open layout making it the perfect space to both entertain and unwind after a long day on the water. With wall-to-wall windows, peekaboo bay views, lively and fun décor, charming wood accents this condo is the perfect home away from home. The third floor offers a guest bedroom with two twin beds, bathroom, and master bedroom with a cozy reading nook and windows with the perfect bay view. The laid-back yet eclectic vibe of this home is gratifying to all and must be experienced.brbrEnjoy your own little slice of paradise from the beach. One of the very few beaches in the Florida Keys, Sandy Pointe offers soft sand, crystal clear waters, and the best sunsets on the island. Feeling more adventurous Hop on your boat and go fishing or take a boat ride to lunch. Placed in one of the most desirable boating locations, you are minutes away from some of the best fishing spots in the world. Enjoy backcountry fishing right in your backyard or hop over to the oceanside via Channel 5 Bridge. brbrLocated in one of Lower Matecumbe's favorite neighborhoods, Sandy Pointe is only minutes away from downtown Islamorada and Marathon. brbr28 day minimum, please inquire for rates and availability. brbrDockage is available on a first come first serve basis. 30' max length. brbrSandy Pointe 108 ~ MM74 Bayside

Bed

Bath

Sleeps

$272.89

/ Nightly

Private Vacation Home

Oceanview 2b/2b w/ Boatslip

Islamorada, Florida, United States

Home sits in the Sun Outdoors Islamorada Resort. New 2b/2b home w/ a boat slip within the private marina . Home has a view of the Atlantic Ocean. Home sleeps 6 persons and is designed to make its 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. A min of 28 nights is required for these units.

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Bath

Sleeps

$461.54

/ Nightly

Condo

Oceanside Resort... Oceanview unit with kayaks, paddleboards and walk in beach!

Islamorada, Florida, United States

Anglers Reef #136 - This beautiful home is located in Angler's Reef, a gated oceanfront community located in Islamorada. The owner has shared his own personal artwork throughout the unit for guests to enjoy. Angler's Reef is known for its beautiful tropical landscaping and colorful houses. It features a heated oceanfront swimming pool and beach. This two bedroom, two-and-a-half-bathroom unit has a very welcoming feel. Enjoy quiet mornings on the porch and days spent at the beach and pool.brVACATION RENTAL LICENSE: 24-0392brIf booking more than a year in advance current prices may not reflect annual cost of living increase. brMany of our guests’ re-book the same property on an annual basis. No reservation is confirmed until you speak with us. brPlease note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

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Bath

Sleeps

$328.87

/ Nightly

Private Vacation Home

Oceanview 2b/2b w/ Boatslip

Islamorada, Florida, United States

Home sits in the Sun Outdoors Islamorada Resort. New 2b/2b home w/ a boat slip within the private marina is pet friendly. Home has a view of the Atlantic Ocean. Home sleeps 4 persons and is designed to make its guests feel at home, offering upgraded features as in stainless steel appliances, a farm sink, quartz countertops, and plenty of storage. The floorplan has an open kitchen living floorplan and a private deck with awesome views. A min of 28 nights is required for these units.

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Bath

Sleeps

$285.64

/ Nightly

Private Vacation Home

3 Bedroom Home in Islamorada with Private Dock, Boat Ramp & private beach access

Islamorada, Florida, United States

Visiting a house in Islamorada is a dream come true for those in search of the ultimate tropical paradise. Nestled in the heart of the Florida Keys, this charming island offers an experience like no other. From the moment you set foot on its shores, you'll be enchanted by the natural beauty and tranquil atmosphere that make Islamorada a unique and captivating destination.brbrThe space is a 3 bedroom, 2 bath waterfront property. The house is on a canal, very close to the bay. The full kitchen has a microwave, refrigerator and an oven. TV is provided as well as Wifi. Washer/Dryer also available. Two bedrooms each have a full over full bunk bed. The master has a queen bed. All rooms have a TV. Outside enjoy kayaks, dock, above-ground pool overlooking the canal. Fish off the dock. Access to a private beach is also available.

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Bath

Sleeps

$679.26

/ Nightly

Private Vacation Home

Endless Summer Awaits!

Islamorada, Florida, United States

Stay in a beautiful home in one of the best communities in the Florida Keys, Venetian Shores. You can watch from your veranda tarpons jumping, sea turtles, and manatees . Sip a cocktail and watch your favorite tv show in your own private pool, or hammock away your day while reading a good book. Creating delicious meals is easy using the outdoor kitchen and you will never have to go for an ice bag run because you have a big ice maker at your disposal. The best restaurants, dive shops, fishing spots, and entertainment is just minutes away. If you would like to stay for less time, that can be accommodated by charging you a monthly rate. We only rent monthly .

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Sleeps

$750.67

/ Nightly

Private Vacation Home

Oceanfront, Pool, Dock... Checks all the boxes!

Islamorada, Florida, United States

141 LeSerra Lane - Freewheeler Vacations newest weekly rental is now available for your next Islamorada Vacation! 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.

3

Bed

2

Bath

6

Sleeps

$411.21

/ Nightly

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

4

Bed

3

Bath

11

Sleeps

$555.06

/ Nightly

Private Vacation Home

Island Oasis in Islamorada: Your Private Paradise Awaits!

Islamorada, Florida, United States

Welcome to your ultimate Florida Keys dream getaway! This secluded home is perfectly located in the 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.

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Sleeps

Select Dates for Price

Condo

Luxury One Bedroom Condo #3

Islamorada, Florida, United States

One Bedroom, One Bathroom Condo, Separate Living Space and Fully Equipped Kitchen. Outdoor Fire pit under palm trees with Adirondack Chairs. Ideal location in Islamorada FL.br(Four units in building- this one is on the top floor to the left from the entrance)brThe complex is located a MM 80 on the ocean side and does not have a swimming pool. Public beach is 7 miles South at Anne's beach and 7 miles North at Founder's Park.

1

Bed

1

Bath

2

Sleeps

$3358.72

/ Nightly

Condo

Entire Floor - 8 BR overlooking pool, sandy beach & Ocean! Luxury finishings

Islamorada, Florida, United States

Introducing Maison Residences Full floor for rent – Oceanfront & Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE —brbr brbrUnits 201 and 202 rented together. Full floor… Private steps to pool, beach and Atlantic Ocean! 8 bedrooms, 8 full baths, 2 half baths, 2 full kitchens, 2 large entertaining patios each with outdoor kitchens. 1 amazing experience for a large group!brbr brbrA world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean from the master bedroom, grand room, kitchen & oversized living terraces. Arrive by car ~ just a short 90-minute drive from Miami, or touch down by seaplane in the bay.brbr brbrThe resort style pool/Jacuzzi area and manicured grounds at Maison Residences are immaculately maintained and designed to take full advantage of the unsurpassed sunrises and views overlooking the Atlantic Ocean. Nestled just off the Old road near the Arts and Culture District of Islamorada, the sprawling, palm tree filled beach has multiple paved and white sand sitting and lounging areas, to take advantage of the Islamorada’s blue-green waters. Take a stroll down the 155’ day dock and experience the calming, pristine salt air or spend mornings just watching the tide roll in.brbr brbrEnter the private entry way, and you are welcomed with a bright and airy floorplan with grand pool and ocean views. The gourmand’s kitchen features the latest, top-of-the-line appliances and opens up to a spacious grand room. The grand room opens up to the oversized living terrace with 9’ stacked sliders and is ideal for entertaining. The living terrace boasts multiple sitting areas, a Lynx infrared/gas grill, fireplace, and large flat-screen TV. The master bedroom also features terrace access, ocean and pool views, a king-size bed and a large, well-appointed master bathroom. The second guest bedroom features two double sized beds, a large closet and full bath. The third guest bedroom features another king sized bed, a full bath and balcony. The final, fourth guest bedroom features a full bath, king-sized bed, balcony and morning bar.brbr brbrThis beachfront residence is the perfect location for family holidays and entertaining, idyllic romantic getaways, as well as fishing, diving, or snorkeling trips that take advantage of the world-class beauty that Islamorada, in the Florida Keys has to offer.brbr brbrFor your convenience, please see a list of amenities offered in this private rental home:brbr– 32′ Boat slip MAY be available, ask for detailsbr– Flat Screen TVs in every bedroom (TVs are smart TVs and will require set up of your favorite streaming services on arrival)br– Gated residencebr– 86′ lagoon-style poolbr– Heated jacuzzibr– 350’ white sand beachbr– 155’ day dockbr– Private opening elevators to residencebr– 10′ ceilingsbr– Caesar-stone countertopsbr– Porcelain tilebr– Sub-Zero and Wolf Gas Kitchen Appliancesbr– U-Line Beverage Centerbr– Lynx Infrared/propane grillbr– Kohler plumbing fixturesbr– Designer-selected lighting fixturesbr– Smart front door locksbrbrSorry, no trailers on site and no pets.

8

Bed

9

Bath

16

Sleeps

$251.26

/ 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

3

Bath

5

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

$450.0

/ 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

Bed

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Sleeps

$234.34

/ 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 – 28 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!

2

Bed

2

Bath

10

Sleeps

$414.7

/ Nightly

Private Vacation Home

Bring the Whole Family [sleeps 11] 4/3 w Dock & Pool - Make Memories Here!

Islamorada, Florida, United States

Relax with the whole family at Casalbelo, your peaceful home away from home. Unique canal front home in the coveted Venetian Shores neighborhood in Islamorada, Florida. Over 70 feet of sea wall space accommodates all your toys. Property sits on the Snake Creek Channel with open ocean access to the left and Florida Bay to its right. A 5 min boat ride to world famous Tiki Bar Sand Bar. A 10 min boat ride to snorkeling at Alligator Reef or 20 minutes to the Islamorada Humps. Something for everyone at this piece of paradise.brThe Space:brThis two-story home offers private quarters downstairs with private bathroom.brUpstairs this home hosts three bedrooms separate from main living area allowing for guests to stay up late while allowing others to retire at their leisure without bothering them.brHave your morning coffee on the balcony overlooking the canal. Ice down your fish box & coolers from the industrial ice machine for a day on the ocean. Whether you spend the day fishing and bring in your fishing haul to clean at your private cleaning station, Or come home after a fun day at the sandbar, you’ll enjoy bbq’ing on the deck, taking a dip in the pool, and enjoying a sunset dinner dockside.brOther things to note:brIslamorada requires a 28 day MINIMUM rental agreement.

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Bath

Sleeps

$444.94

/ 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

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6

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