Vacation Rentals By Owner In Islamorada, FL

The Island Palm Estates is a newly constructed estate that includes 2 separate, luxurious homes with all the modern conveniences and casual charm that a premiere island getaway should have. The homes lay out on a large secluded ocean front beach with dense palm fauna surrounding 2 amazing pools and a gym shared by both houses that includes, Weight Bench, Free Weights, Elliptical Machine and Treadmills. Each home has private parking, its own pool, and expansive oceanfront porches for entertaining, relaxing and grilling. Each house can be rented individually for a private getaway or together for a large group. Please note, we don't allow weddings on the property.. There is plenty of space for everyone to spread out and enjoy themselves on this almost 2 acre property. In addition to the two pools you will also enjoy 200' of private beach and viewing dock. brbrKey Features of Island Palm Estate:brSouth House:br-3 Bedroom / 2 Bathroom – The first bedroom features a King bed, TV and ensuite bathroom with shower. The second bedroom features a Full bed, TV and ensuite bathroom with shower. Upstairs loft has a TV and two trundle beds.br brSouth Cabana:br2 Bedroom / 2 Bathroom - Both bedrooms have Queen beds, TV and ensuite bathrooms with shower.brbrNorth House:br4 Bedroom / 3 Bathroom – The first bedroom features a King bed, water view, TV, 500 gallon fish tank and ensuite bathroom with shower. The second and third bedrooms feature a Queen bed, TV and ensuite bathroom with shower. Upstairs loft has a TV and two trundle beds.brbrNorth Cabana:br1 Bedroom / 1 Bathroom - Queen bed, TV and ensuite bathroom with shower.brbrApartment:br-2 Bedroom / 2 Bathroom – The first bedroom features a King bed, TV and ensuite bathroom with shower. The second bedroom features a queen bed and TV. Second bathroom has a shower/tub combo. brbr-Washer & Dryer in each house and apartmentbrbr-Gym with TV and half bathroombrbr-Two Poolsbrbr-Lots of outdoor space with seatingbrbr-Private 200' Beachbrbr-Viewing Dockbrbr-Enough parking for several vehicles.brbr-No Pets.brbr** Sargassum seaweed affects the coasts of the Florida Keys. Islamorada has its share, which ebbs and flows based on winds and tides, collecting on the shoreline at different times of the year. Sargassum is just another part of Nature’s rich tapestry. In the open ocean, this seaweed serves as a nursery ground and natural haven for sea life. Offering food, sanctuary, and breeding grounds for crab, shrimp, whales, sea turtles, migratory birds, and over 120 species of fish. SPRING AND SUMMER MONTHS are greatly affected, as this is not cleared out during this time period. **

Villa

10 Bedroom Private Ocean Front Estate

Islamorada, Florida, United States

Bed

Bath

Sleeps

$1351.01

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

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

Islamorada, Florida, United States

5

Bed

4

Bath

12

Sleeps

$207.19

Discover Tranquil Luxury at Our Waterfront SuitesbrbrIndulge in the epitome of waterfront living with our two exquisite 1-bedroom, 1.5-bath penthouse suites nestled within the heart of Islamorada, atop the prestigious Papa Joe’s Waterfront establishment.brbrEscape to a world of luxury and serenity at our waterfront fish camp suites. Contact us today to reserve your slice of paradise and embark on a journey of unforgettable moments and cherished memories.brbrBest Sunset Views and Waterfront Views!brbrLocated on top of the world-famous Papa Joe's Waterfront, these condos are sure to make your stay memorable while in the Florida Keys. Conveniently located right in the heart of the keys we are just a short drive to Miami / Key West.brbrPublished rates apply to extended night stays with a minimum stay of 28 nights. If you want a short-term rental, we are happy to accommodate your request on a case-by-case basis, but please note that rates will be different.

Papa Joe's Waterfront - Oceansuite 302

Islamorada, Florida, United States

Bed

Bath

Sleeps

$206.57

Wake up and enjoy sunrise on the pier over the Atlantic and walk across the street at night and watch sunset on the Gulf. You can take a dip in the pool or play a game of pool in the club house. Visit one of the many local restaurants (some close enough to walk to) or prepare dinner yourself in the beautiful kitchen or grill a steak outside by the ocean. Fish off the pier or book a fishing trip!

Condo on Islamorada on the beautiful Atlantic Ocean. Come enjoy and relax!

Islamorada, Florida, United States

Bed

Bath

Sleeps

$407.33

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.

Islamorada Getaway in beautiful Port Antigua

Islamorada, Florida, United States

Bed

Bath

Sleeps

$715.86

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

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$871.05

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.

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$204.36

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.

Florida Keys Chic

Islamorada, Florida, United States

Bed

2

Bath

6

Sleeps

$724.47

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.

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

Islamorada, Florida, United States

5

Bed

6

Bath

12

Sleeps

$141.34

This studio makes the best of the space. Living room by day bedroom by night with the convenient Murphy bed. All newly updated. Enjoy The heated & cooled pool, Lounge by the beach overlooking the Florida Bay. It has a perfect view of nightly beautiful sunsets. This condo has saunas, a lovely beach with a fire pit, BBQ grills, fish cleaning stations, billiards room. Whether you want to relax around the pool and enjoy the property or go kayaking and paddle boarding, fishing, there is plenty for everyone.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.

Charming Summer Sea 203 in Islamorada: 1 bed, heated pool, and ocean views!

Islamorada, Florida, United States

Bed

Bath

Sleeps

$760.36

**(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.**

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

Islamorada, Florida, United States

4

Bed

4

Bath

10

Sleeps

$292.87

Welcome to Coral Harbour Club! brbrFind your escape, experience relaxing days at this oceanside getaway! Located on Plantation Key in Islamorada, this 2 bedroom, 2 bath condo is equipped to sleep six adults, with the bedding arrangements of one king bed and two queen beds. The oceanfront marina and swimming pool, private clubhouse, saltwater lagoon, and tennis courts are ready to make your stay at Coral Harbour a memorable one.brbrEnjoy your month-long vacation in your own little tropical oasis. Savor your morning coffee out on the terrace or bring down the screen and take advantage of the cool ocean breeze. Don’t feel like cooking You’re in luck, this condo is only a short drive away from some of Islamorada’s best dining – casual and upscale.brbrFinding dockage is not a problem as this unit comes with a boat slip. The protected onsite, oceanside marina can accommodate up to a 30’ boat. This marina also has its own boat ramp, fueling station and ice machine. Only minutes away from the famous “Alligator Lighthouse,” snorkeling, diving and all kinds of fishing! Additionally, there is easy bay access with Tavernier Creek and Snake Creek nearby. There is no trailer parking onsite, but you can try the Plantation Yacht Harbor at Founders Park for trailer parking options.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.brbrPlease book 45 days advance so HOA can approve guests and reservation.

Coral Harbour Club ~ 2 Bedroom Condo in Islamorada with Pool & Dockage

Islamorada, Florida, United States

Bed

Bath

Sleeps

$478.92

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

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$295.45

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

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$627.13

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'.

Gorgeous Keys Vacation Home in Prestigious Neighborhood of Port Antigua

Islamorada, Florida, United States

Bed

Bath

Sleeps

$899.83

Maison Matecumbe #307 - Maison Matecumbe is an exclusive gated and private boutique complex comprised of 9 units. Centrally located right in the heart of Islamorada within walking and biking distance to many restaurants, cafes, shopping, marinas and Islamorada's Art District. The unit has been totally renovated, brand new kitchen, beautiful bathrooms, decor and bedding. The unit offers an open lower level living room with kitchen and guest bedroom and full bath. Beautiful views of the Atlantic from the screened balcony. The upper level has a king master en suite and third bedroom with two queen beds. Newly renovated swimming pool and hot tub to spend your days lounging along with Maison's beach, outdoor kitchen, tiki hut and spa. brVACATION RENTAL LICENSE: 24-0074brIf 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.

Experience luxury at Maison 307 in Islamorada, 3 bedrooms with resort-style pool.

Islamorada, Florida, United States

Bed

Bath

8

Sleeps

$227.14

This Islamorada apartment boasts 2 inviting bedrooms with 2 queen beds. The cozy living room also offers an extra queen bed for additional guests. Enjoy the enchanting atmosphere of this fabulous rental, complete with WiFi, heating, AC, and more. With 2 bathrooms equipped with hair dryers and showers, guests will feel right at home. Our place will help you feel at home while you're traveling in Islamorada.

Apartment

Amazing new 2-bedroom, 2-bathroom apartment in the heart of Islamorada!

Islamorada, Florida, United States

Bed

Bath

Sleeps

$450.55

br112 Anglers WaybrIslamorada Village vacation rental #24-0371brCall me for more information 305-240-0592. (2 houses side by side available)brThere 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. When we first found Anglers Reef on vacation ten years ago we were sold and never went anywhere else. br The Yellow Tail House: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 (additional cost) . 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). brYou 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. (have 2 houses one next door to this one, so plan your family event and both)brbrYellow Tail's first floor offers a spacious, wide open layout with an over-sized sectional couch. Granite counter tops, all updated appliances, kitchen is stocked with pots and pans, utensils plates, a Keurig Coffee Pot! & 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 and a Netflix Subscription, or surf the web via the complimentary wireless internet access. We also offer two bikes and community Paddle Boards and Kayaks that you are available for you to ride. brThe second floor offers a spacious Primary Bedroom with comfortable King size bed and an en-suite bathroom. There is a balcony and a television for you to enjoy. brFull size washer and dryer is in the hallway for your convenience.brThe Guest bedroom has a brand new Queen over King BunkBed with new comfy mattresses (Jan 2024). This room also has an en-suite bathroom with bath tub and a TV and balcony.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. brNext door is the Blue Marlin House. For large parties or families both can be rented together, their layout is identical and both share high end furnishings.brbr A dock is available also for an additional costbrbrPlease 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.br

Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool

Islamorada, Florida, United States

Bed

Bath

Sleeps

$1031.9

This Ocean Retreat offers breathtaking views from every room, with a 60' covered balcony that overlooks the 32' Pool/Spa and 100' Concrete Seawall on the Atlantic Ocean. We are just steps away from a beautiful white sandy beach, which is an active turtle nesting area. The home is situated near the end of a quiet road (locally referred to as “Millionaires Row”). Construction was completed in August 2020 and is appointed with high end contemporary furnishings. The open concept living area offers wall to wall sliding glass doors facing the Atlantic, to enhance the feeling of openness all ceilings are 10' or higher throughout the house. brbrBe it a romantic getaway or a family adventure, this location is the perfect spot to build lifelong memories. The expansive upper deck is a great spot to watch Manatees, Ospreys, Egrets, Herons, Sharks and the occasional pod of Dolphins cruising the flat below. On windy days Kite Boarders launch at nearby Anne’s Beach and will treat you to a show as they fly back and forth in the sunshine below. brbrThe #500/day ice machine will keep your fish box or cooler cold. and our dock is equipped with 30amp shore power and offers 4' depth. We have three kayaks (1 single & 2 doubles), two standup paddle boards, two bicycles, also available is the 12k boat lift.

You will never want to leave

Islamorada, Florida, United States

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