Vacation Rentals By Owner In Islamorada, FL

Sleeps 8, 2 Story Townhome On The Bayside, Mile Marker 87brbrOur Islamorada beach modern decorated townhome is waiting for you. It’s a two story unit and third level loft; 2 Bedroom/2 Bath - sleeps 8.brbrNext door is Founders Park & Plantation Yacht Harbor.brbrA private gated community with 24hr security. The grounds have 2 tennis courts, swimming pool, club house, private beach, boat slips and fishing dock.brbrbrCome and relax at our beautiful town home on mile marker 87 in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World.brbrThe World Famous Tiki Bar is less than 5 minutes away – Holiday Isle/Post Card Inn, 'Best Rum Runners in town.' Numerous boat charters located within 5 minutes, 'this is the fishing capital! Water Activities; Jet Ski and boat rental at Post Card Inn for accessing the famous sandbar.brbrYou will be just minutes away from a large chain grocery store, CVS pharmacy and movie theater. Multiple choices for fine dining and casual dining within 5-10 minutes.brbrbr*House cleaning procedures conform to the new enhanced standards issued by the American Hotel & Lodging Association (AHLA.com) and the CDC*.brbrbrPer guidelines, the unit will only be rented once every 28 days. You can book a shorter stay however unit will be blocked for 28 days. br* for additional information or other flexible dates, contact us brbrbrWe also use other sources to book a reservation. If you are looking for more specific dates, contact us with any questions prior to booking online.

Paradise @ Islamorada

Islamorada, Florida, United States

Bed

Bath

8

Sleeps

$393.75

Get ready to relax in this 1-bedroom house boat in Islamorada. The space features a cozy full bed and a living room with a comfy futon, perfect for unwinding after a day on the water. Guests enjoy a wonderful bathroom and climate control with AC to keep things just right. Whether you’re lounging inside or taking in the views, this welcoming house boat offers an awesome escape. Our place will help you feel at home while you're traveling in Islamorada.

House Boat

Billfish: 1-bedroom house boat in perfect Islamorada with AC

Islamorada, Florida, United States

Bed

Bath

Sleeps

$691.09

PROPERTY NAME: Casa Marbr115 Ponce de Leon Blvd, Islamorada, FloridabrbrLOCATION: Bayside Canal home located in the popular Islamorada neighborhood of Port AntiguabrbrMINIMUM STAY: 28 DaysbrbrMILE MARKER: 74.5brDETAILS:Stunning two-story, 3-bedroom resort-style, professionally decorated home. Inside, you'll find a modern and welcoming home with tiled floors, comfortable furniture, and lots of attractive décor and personal touches.br brThe beautiful, modern kitchen has stainless steel appliances. The center island is great to prepare wonderful meals. The incredible kitchen is fully equipped and has a fabulous view out the window. Enjoy your meals at the dining room table with seating for six with gorgeous water views.br brThe three large bedrooms are all furnished with king-size beds. The main suite has a large walk-in shower and a separate jetted tub. Want to sleep in late The main suite has black-out curtains! Relax and enjoy the canal view while sipping your morning coffee or tea from the main bedroom's screened-in balcony.br brWalk out to your tropical paradise. The home is professionally landscaped providing privacy for your enjoyment while relaxing in the lounging area. An outdoor shower, with hot and cold water, is available for rinsing off upon return from the beach or just to cool off and refresh. You can take a walk along the private beach and enjoy a dip in the calm, clear waters. The beach has several chickee huts with charcoal grills for the enjoyment of beachgoers.br brThis is the perfect Keys home located in the heart of Islamorada in the sought-after Port Antigua community close to all kinds of fun activities like swimming, snorkeling, fishing, restaurants, and bars and with access to a beautiful, homeowner's private beach. No children under the age 12 and No smoking on PropertybrbrSLEEPING ARRANGEMENTS: Sleeps 6 comfortablybrPrimary Bedroom: King Bed Private Bathroom with Shower and Whirlpool Tub/Double VanitybrGuest Bedroom: King Bed Shared Bathroom with Shower/Tub Combo/Single VanitybrGuest Bedroom: King Bed Shared Bathroom with Shower/Single VanitybrbrAMENITIES INCLUDE: This home features dockage on a wide, deep-water canal. It can accommodate boats with maximum length of 24 Feet and a 5 foot draft. For your convenience, there is Wi-Fi, a washer and dryer. Gas BBQ Grill and an Enclosed outdoor shower with hot water,brACTIVITIES: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. If you run out of things to do, Miami is only 83 miles away. brENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.

Beautiful Pool Home located in Port Antigua

Islamorada, Florida, United States

Bed

Bath

6

Sleeps

$248.38

PROPERTY NAME: The Bungalow Housebr32 Park Rd Islamorada, FloridabrbrLocation: Bayside Very close to the Publix Shopping CenterbrbrMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedbrbrMile Marker : 82brbrDetails: This home is absolutely beautiful with your own pool and Tranquil backyard - Bayside walking or biking distance to Downtown. The property is Private, plenty of parking for your vehicles and boat trailer if needed. It features a beautiful pool that is heated in the winter and chilled in the summer When you walk in you are at home, the house is beautifully decorated. The living room has a faux fire place and plenty of seating for the family, the kitchen is completely remodeled and fully stocked with everything you may need for your stay. You have 2 bedrooms and 2 baths there is a 3rd room that has a single pull out bed, with a desk and chair. 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 5 comfortablybrPrimary Bedroom: King Bed that is adjustablebrGuest Room: Queen BedbrbrAmenities 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

Beautiful Pool home in Islamorada

Islamorada, Florida, United States

Bed

Bath

Sleeps

$2328.24

Summary:brbrExperience Unparalleled Luxury at Pineapple Beach: Your Dream Getaway Awaits! Indulge in a 5-Bedroom Haven with Private Dock, Oceanfront Pool, and Endless Amenities on 3 Acres in Islamorada.brbrbrbrThe Space:brbrPineapple Beach – Private Oceanfront Estate in IslamoradabrbrbrbrPineapple Beach is situated on more than 3 acres in the central area of Islamorada. This exclusive 5-bedroom luxury residence is the embodiment of your dreams, offering nightly bonfires, a challenging putting green, a cabana bar, a private dock, and numerous other amenities. Get ready to pack your bags and experience a vacation that will leave an indelible mark!brbrbrbrIf you’ve ever envisioned lounging by your own private oceanfront pool, gazing over a small beach and expansive ocean views, your dream is about to come true. This secluded, gated estate offers an unmatched level of privacy and space rarely found in the Florida Keys.brbrbrbrInside, the home features a gourmet kitchen and a dining area that accommodates 10 guests, offering breathtaking views of the water. With three levels, there’s ample space for everyone to relax and unwind. Settle into the living room for movie nights on the 65” TV or challenge friends and family to a friendly foosball game.brbrbrbrOutdoors, indulge in your own small private beach area, complete with a fire pit, boat dock, heated pool with spa, pool bar, golf green, and abundant seating to take in the serene coastal surroundings. While the shoreline is maintained regularly, guests should note that seasonal winds and tides can bring natural sargassum seaweed to the beach. This is a normal and expected part of the coastal environment; although it is cleared periodically, it is not possible or environmentally appropriate to remove it continuously.brbrbrbrThe main kitchen includes a full-size refrigerator, wine cooler, ice maker, two dishwashers, microwave, stove, Keurig, dual ovens, mini fridge, toaster oven, coffee maker, blender, and a 35” TV.brbrbrbrExterior Amenities:brbrPrivate dock accommodating boats up to 32 feet (max draft: 36 inches, width: 12 feet)brbrHeated pool and spabrbrPool bar and shaded seating areabrbrOutdoor showerbrbrFire pitbrbrFoosball table, cornhole, basketball hoopbrbrHammocksbrbrDedicated golf greenbrbr213-foot private beach with convenient water entrybrbr2 kayaks and 2 paddleboards with easy launch accessbrbrAmple parking for multiple vehicles and/or boat trailerbrbrBooking PoliciesbrbrbrbrMinimum Stay:brbrA 7-night minimum stay is required by city regulations, with no exceptions. The city determines the maximum occupancy, and it cannot be exceeded (including adults, children, and infants).brbrbrbrCancellation Policy:brbrWe maintain a strict 60-day cancellation policy. If the cancellation is made at least 60 days before arrival, you can receive a full refund (excluding processing and admin fees). If you cancel within 60 days and we are able to rebook the same dates, you will receive a full refund minus processing and admin fees. If we are unable to secure another booking, only the deposit will be refunded.brbrbrbrContract:brbrUpon confirmation of your booking, you will receive an Adobe E-Sign contract for signature, which will be automatically returned to us once signed.brbrbrbrPayment Options:brbrThe total reservation charges include credit card processing fees by default. We gladly accept checks or EFT payments with no additional fees, and in that case, the processing fees can be removed. Credit card payments are subject to the following fees:brbr– Visa, MasterCard, Discover: 3.5% processing fee (excluding taxes and deposit)brbr– American Express: Additional 0.99% fee (excluding taxes and deposit)brbrbrbrGuest Access:brbrPrivate gated entrance, elevatorbrbrbrbrThe Neighborhood:brbrLocated in a secluded area of IslamoradabrbrbrbrGetting Around:brbrThis home is about a 10 minute drive to the grocery store.brbrbrbrInteraction with Guests:brbrCheck-in is private and self-guided. We won’t be there in person, but we’re available 24/7—call or text us anytime if any issues come up

Pineapple Beach

Islamorada, Florida, United States

Bed

Bath

Sleeps

$393.97

Enjoy peaceful Keys living at this charming bayside home located at Mile Marker 75 in Lower Matecumbe, the quiet south end of Islamorada. Set in a tranquil neighborhood, this property offers stunning sunset views and a relaxed island atmosphere perfect for a laid-back getaway.brbrOut back, you'll find a small private beach area surrounded by palm trees, creating a secluded space to unwind and enjoy the bay. The screened porch is the perfect place to take in the colorful evening sunsets, complete with comfortable tables and chairs for outdoor dining or relaxing.brbrFor even better views, head up to the roof deck where you can take in panoramic sights of both the bay and ocean sides of the island.brbrInside, the home features a comfortable layout with bedrooms located on opposite sides of the house and the living and common areas in between—offering both privacy and space to gather. Amenities include a flat-screen TV in the living room, cable television, and Wi-Fi.brbrWhile dockage is not available at this property, Anne's Beach is located just down the road. This beautiful natural area offers boardwalk trails, picnic and BBQ spots, and sandy areas tucked within the mangroves—perfect for a day by the water.brbrVacation Rental License: VR-041brbrIf booking more than a year in advance, current rates may not reflect future cost-of-living adjustments. Many of our guests return year after year to enjoy this special property. Reservations are not confirmed until you speak directly 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.

Charming 2-bedroom retreat in Islamorada with stunning open water views.

Islamorada, Florida, United States

Bed

Bath

4

Sleeps

$2045.5

The Shangri La Suite offers a peaceful getaway with spectacular views of Florida Bay. This second-level suite includes a king-size bed and a private terrace with a dining table for two, perfect for sunset dinners overlooking our private island. Enjoy free WiFi, AC, TV, and a tasty breakfast included with your stay. Complimentary kayaks, paddle boards, bicycles, and free parking provide endless ways to explore and relax in beautiful Islamorada. A serene and stylish retreat awaits.

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Islamorada, Florida, United States

Bed

Bath

Sleeps

$2515.75

Welcome to the Iguana Suite, the largest and most luxurious accommodation at Casa Morada. This ground-level retreat features a king-size bed, separate living room, and spa-style bath with an indoor jacuzzi tub and walk-in shower. Enjoy sea views from your window or unwind in your private garden lounge area. With free WiFi, AC, TV, and complimentary breakfast, comfort is guaranteed. Paddle, pedal, or float with free kayaks, bikes, and paddle boards. The Iguana Suite offers the perfect mix of space, serenity, and tropical charm.

Guest House

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Islamorada, Florida, United States

Bed

Bath

Sleeps

$2051.38

Escape to the Jungles Suite at Casa Morada, where tropical vibes meet modern comfort. Featuring a king-size bed, private patio, and spacious terrace, this suite invites you to relax surrounded by vibrant jungle greenery. Complimentary kayaks, paddle boards, and bicycles provide endless ways to explore Islamorada’s stunning natural beauty. Enjoy peaceful mornings on the terrace and thrilling days on the water. Ideal for travelers craving a mix of adventure and serenity in the Florida Keys.

Apart-hotel

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Islamorada, Florida, United States

Bed

Bath

Sleeps

$3781.0

Discover the Coconut Palm Suite—a relaxing island retreat at Casa Morada in the Florida Keys. Unwind in a spacious suite with a king-size bed, private living area, balcony, and terrace overlooking lush gardens. Modern comforts include AC, TV, free WiFi, and daily breakfast. Enjoy the outdoors with complimentary kayaks, paddle boards, and bikes, or simply soak up the tropical vibes in comfort. With free parking and thoughtful details throughout, this garden-view suite is your home away from home in Islamorada.

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Islamorada, Florida, United States

Bed

Bath

Sleeps

$2115.86

Set on nearly three private acres with 200 feet of secluded Atlantic shoreline, The Oasis is a truly rare Islamorada estate offering space, privacy, and one of the most unique features in the Florida Keys — a heated saltwater pool positioned directly on the ocean itself.brbrThis exclusive compound consists of two separate homes, thoughtfully designed for comfort and flexibility. The main residence offers one bedroom and 1.5 baths, while the guest house features two bedrooms and one bath. Each home includes its own kitchen and living area, allowing families or groups to gather together while still enjoying private space when desired.brbrThe grounds are expansive and beautifully maintained, framed by towering palms and open water views in every direction. Spend your days launching one of the four kayaks or two paddleboards from your private beach, cruising the neighborhood on one of six bicycles, or enjoying a game of bocce ball or cornhole as the ocean breeze rolls in.brbrModern comforts are seamlessly integrated throughout, including enterprise-grade high-speed Wi-Fi, a Tesla charging station, professional mosquito control service, five 50” smart TVs, and stainless steel appliances.brbrPet friendly and ideally located in the heart of Upper Matecumbe — just 0.7 miles from Publix and minutes from Islamorada's best dining, marinas, and sandbars — The Oasis delivers something exceptionally hard to find in the Keys: acreage, beachfront, an oceanfront pool, and total privacy, all in the center of town.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. brVACATION RENTAL LICENSE: 24-0120 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.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.

Discover 'The Oasis': a stunning 3-bedroom retreat in Islamorada with a heated private pool.

Islamorada, Florida, United States

Bed

Bath

Sleeps

$259.98

Come and stay in our 3 1/2 bedroom getaway by the scenic bay in breathtaking Islamorada. * Enjoy your community's private white sandy beach, you’ll find sparkling turquoise water and waving palms that make for a genuine island haven. * Immerse yourself in the laid-back island lifestyle in our soothing new heated pool or get active by swimming, kayaking, snorkeling, or pier fishing in our bay. Venture next door to Founders Park for another sandy beach and many fun activities. brRemote Work & Online Fun:* Stay connected with our free fastest fiber optic WiFi. Two office areas. Dual monitors ready to connect.brExtra Conveniences:* Lots of extra conveniences such as a large washing machine and dryer. * Unwind in the cozy living room or indulge in a movie night with the smart TV and extra channels. * The open floor plan makes it a great space to sit with your family and friends while others are preparing food in the kitchen or on BBQ.* Yes. The fully stocked kitchen, complete with a BBQ grill, allows you to savor delicious home-cooked meals. Dine on a large family table or step outside to dine on our patio. brThis vacation home offers endless opportunities for fun and relaxation. Whether you're seeking a family getaway or a romantic escape, this beachfront oasis in Islamorada is the perfect destination to create lasting memories.brSleeping Logistics / Bedrooms:br* Master bedroom has a dreamy king bed with an awesome mattress. * 2nd bedroom has another comfortable king bed with backyard views. * 3rd semi-private (open) area has a daybed and trundle bed. Best for kids. * 4th semi-private space is the loft, which has 2 twin beds. * Plus, the living room has a pull-out queen sofa-bed.brAs you can see, there are plenty of beds and space for everyone to sleep, relax, and enjoy the escape to paradise.brbrNo waiting for bathrooms as we have Two full bathrooms (downstairs and upstairs).br***** IMPORTANT: All guests must be pre-registered and agree to original guest count requested.*****br* Nice bedding & towels. * Best community for fun activities! We offer a few as is bikes, kayaks, and many more amenities. brAwesome location in Islamorada. We're only a short walk to restaurants and shopping. Plus, we have excellent 24-hour / 7 days per week onsite security. brbr* The number of guests staying or visiting must be agreed upon during the booking. Adding more guests than accepted will mean you are cancelling your reservation. You will be asked to leave. brbr* Unregistered guests or would be day visitors are NOT allowed into the community without the owner’s prior authorization. brbr* We have a spiral staircase. Both bedrooms and one office are on the 2nd floor via the spiral staircase. brbr* There is also a ladder/stairway to get to the loft, so ladder and loft are not for small children or toddlers. The loft has a lower ceiling. brbr* Renters are NOT to dock at the EBC Dock. Renters can do pick-up and drop-off. There are nearby places that provide slip rentals, such as next door at Founders Park. (I can provide a full list.)brbr* Pets are NOT allowed as we suffer from severe allergies. brbr* We do NOT accept parties in our home. Best to consider another property. brbr* We have a few extras (like old bikes and kayaks) in as is condition. Use these at your own risk. Be careful on the water and riding bikes. Please always apply and follow water and roadway safety rules.brbr* A free guest passes may be available for driving into Founders Park. Please give me a heads up to make a request for you.brAsk any question.Jose GoToKeys

Amazing Sandy Beach Sunsets + New Pool + Best Location w/ Park - Bikes & Kayaks

Islamorada, Florida, United States

4

Bed

Bath

6

Sleeps

$508.55

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for a room within a hotel.brbr✦ Your room is 370 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Outdoor shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ Free parking lot.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $150 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Bay Escape Kitchen Pool Gym | 3 mi to Keys Brewing | Local Beer Tastings

Islamorada, Florida, United States

Bed

Bath

Sleeps

$571.87

''BEAUTIFUL BAY-FRONT PROPERTY!!!!'' NEW POOL Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 10. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath.brEntire house has been remodeled, fully furnished, with a 90 ft Dock. Bring your clothes, boat, fishing and dive gear. Located in desirable Islamorada where you will have easy access to some of the best back-country fishing, and or ocean fishing which would include all of the paddle boarding, snorkeling, and diving that anyone would ever want, just minutes from Channel 5 and channel 2. Dog beach is 3 min away by boat. You will love the back porch outdoor living space which includes your own Bar over looking the water. This is a Boating, Fishing Scuba Diving/Snorkeling Paradise.brbrHouse, 3 Bedrooms, 2 Baths, Sleeps 10brbr213 Tollgate Blvd., Islamorada, Florida Keys mile marker 73 bay side, located 88 miles south of Miami International Airport and 71 miles North of Key West. It has three bedrooms, two bath, private home totally remodeled in late 2019, 90 foot dock, bay side with easy access to ocean.brbrFeatures: washer, dryer, gas BBQ, charcoal BBQ, hammock, ice freezer, ice maker, Outside Bar, fish cleaning table, tropical foliage, TV in living room, DVD, laminate floors, nautical ceiling fans throughout, central air conditioning, wireless high speed internet, all the amenities and conveniences of home in this one of a kind rental in the fabulous Florida Keys.brbrNo smoking inside the house please.brbrI purchased this house after renting in the Keys for many years, I got tired of looking so hard for good quality, clean hotels to rent which were and are still very difficult to find. If you are looking for something 'nice' that the actual house looks 'better' than the pictures, that will provide for your family and friends a vacation where memories will be made, that will last a lifetime and that is clean inside-out, then this is your rental.brbrFor further information or questions, contact owner manager ,brbrUnique BenefitsbrbrThis is my only vacation house , I live only 2 hours away and I take care of the house as good as our main home. brbrThis is my Happy Place, Piece of Paradise and I use the house personally when it isn't being rented, I spare no expense to keep it up and maintain it.brbrWhy die hard fishing and diving people love it-brIt is on the Bay, very close ocean access. brbrArea Information:brbrIslamorada is the sport fishing capital of the world. I am located in Tollgate Shores subdivision on the bay-side.brbrAttractions Within a Short Distance:brbrAnne's beach is just south if of us the ocean side, it is a public beach where you usually find a lot of wind surfers.brbrMobil grocery store and cafeteria is just north of the entrance of our subdivision and it is a local for purchasing certain groceries and food, very convenient.brbrFavorite Places To Eat:brbrHabanos , Cuban restaurant and Caloosa Cove marina Oceanside just across from my subdivision. brbrRobbie's, eat outside by the water or inside, local place very typical of Keys.brbrLazy Days, 3 miles north next to Bud and Mary's marina. Lunch and dinner, great local favorite place, large portions always good food and fresh fish. Reasonable prices. sit outside or inside. Terrific when there is a full moon coming up on the ocean side.brbrGreen Turtle, north on the ocean side, sit inside, nice elegant restaurant excellent. Breakfast, lunch and dinner.brbrMidway Café, north, breakfast and lunch favorite. Great coffee , pastries etc.brbrChef Michael, north, dinner, excellent, nice, fresh fish, quality.brbrMangrove Mike's , north, local favorite for breakfast, very Keys oriented. Serves lunch too. Not fancy.brbrZiggie & Mad Dogs, north, real nice dinner restaurant, steaks and seafood, quality, nice ambiance.brbrBayside Gourmet, north, great lunch and dinner, not fancy, but great food and reasonable, family style. brbrSquare Grouper, north on the bayside in Islamorada marina. Excellent, my favorite for dinner.

A Piece of Paradise Islamorada, Fl. On the water 3/2, 90 Ft of dock New Pool

Islamorada, Florida, United States

Bed

Bath

Sleeps

$379.72

PROPERTY NAME: West Plaza br63 West Plaza Del Lago, Islamorada, FLbrbrLOCATION: Bayside HousebrbrMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedbrbrMILE MARKER: 74.5brbrDETAILS: West Plaza Del Lago will steal your breath away the moment you pull into the drive way. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigious Port Antigua on a deep and wide canal. You will love the interior of this home as much as the exterior! As you enter the home there is a charming foyer which leads to the spacious open concept living area with vaulted ceilings. On the right the kitchen, straight ahead the dining area and on the left the living area with a L shaped sofa. The fully equipped kitchen features stainless steel appliances and two breakfast/snack bars for casual dining - one by the sink area with bar stools and one with pull out saddle benches tucked under the granite counter top peninsula. For more formal dining there is a table which comfortably seats 6 people. In the living area a large wall mounted flat screen TV for your TV viewing pleasure. The two bedrooms are located just off the living area - one on the west side of the house and one on the east side - both have a wall mounted flat screen TV. The master suite has a king bed and ensuite bath with gorgeous tiled bath and large stall shower. The guest bedroom offers sleeping accommodation for three with two twin beds and a trundle. A full bath with tub/shower combination is adjacent. In addition to all the appealing features of this home there is an amazing sun room with a wall of windows overlooking the back yard, dock and canal. brbrOutside there is a 60' dock with boat lift and a fish cleaning station with water and electricity. The lift will accommodate a fully loaded boat up to 12,000 pounds. There is no additional charge for use of the boat lift, however adjustments to the bunks will be at guest expense by the company that services the lift. There is a table and chairs for relaxing outside along with three kayaks for your use - two singles and one double. Guest will have use of the garage for storing toys and use of the two freezers - one for bait only and one for food. There is a separate laundry area with a full sized washer and dryer. Wi-Fi is included. There's a gorgeous private sandy beach available only to residents of the Port Antigua neighborhood. The private sandy beach located directly on the bay offers oasis areas with BBQ grills and swaying palm trees. Bring your chair or blanket and enjoy the gentle tropical breezes. This is your opportunity to spend time in the Keys. Call or email immediately to make your reservations. This property is professionally managed by Keys Holiday Rentals. brbrSleeping Arrangements: Sleeps 5 comfortablybrPrimary Bedroom: King, Ensuite Shower/ Tub CombobrGuest Bedroom: 2 Twins + Trundle, Shower/ Tub CombobrbrAmenities Include: Dockage for up to a 35ft boat, kayaks, outdoor seating, BBQ grill. Sunroom seatingbrbrActivities: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures.brbrENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.

Beautifully remodeled roomy single family stilt home,

Islamorada, Florida, United States

Bed

Bath

Sleeps

$158.26

Premier 1 bedroom unit with both a stunning bay view and a view of the pool off the private balcony. Fully updated with the open concept kitchen open to the dinning and living room. Stunning white cabinets and modern bathroom, Tile floors and granite countertops through out the apartment. Comfortable queen size bed with a pull out couch in the Livingroom. brThe perfect place to lounge and enjoy your days! brbrThe SpacebrThe condominium is right on the bay with two pools (one heated), a beautiful beach area, Marina with a new composite Dock, Fish cleaning stations, Tiki huts with BBQ grills and pick neck tables, Remodeled workout room and game room, community room, fabulous sunsets and friendly residential atmosphere. Safe and secure gated community with 2 brand new elevator. brbrFeatures/Location DescriptionbrSummer Sea is a multi-story residential waterfront condominium with a friendly atmosphere with on-site management. The perfect place to spend your vacation. This condominium is on Plantation Key just north of the famous Marker 88 Restaurant, a 5-star gourmet restaurant with outside bar. Four restaurants within walking distance. The complex is located at mile marker 88.5 which is within The Village of Islamorada. With an abundance of community areas such as a beautiful sandy area and lots of space to stretch, large, shared kitchen/entertaining area, game rooms, a gym, beach, 2 pools (one heated), laundry rooms etc. br28-day minimum, Minimum rental of 2 months when renting February. No Pets, No Smoking.brFlorida Lease required. application and background check performed by the condominium is required. Summer Sea Condominium requires a 5-day notice, and their $200 fee is nonrefundable. Please note that a $1,500 security deposit will be HELD against your credit card three days before your arrival and released after departure. This is not a charge, just a hold until it can be verified that there is no damage. If you cancel your reservation, a cancellation fee of 3% will be charged to cover costs. Summer Sea Condominium requires a 5 day notice. Feel free to inquire for all details.brOffered through Blue 9 Realty Inc., DBA Keys Vacation Brokers, Jonelle Kop, Tavernier, FL

Condo

Stunning view from this beautiful 1 bedroom condominium-Summer Sea, Islamorada

Islamorada, Florida, United States

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Bath

4

Sleeps

$225.02

The Perfect Natural Light Island House.brbrYour Islamorada adventure begins at this 2-bedroom house. Inside, guests find a welcoming space featuring one king bed and one queen bed, perfect for a restful night. Two bathrooms add convenience, while air conditioning and heating keep the temperature just right. Whether you’re relaxing indoors or planning your next outing, this wonderful house offers a comfortable retreat. Guests will enjoy an enjoyable stay that feels like a true home away from home. Our place will help you feel at home while you're traveling in Islamorada.brThis Tommy Bahama Inspired Home Located at Mile Marker 81. Restaurants, Bars, Shops, and Beach all Walkable in this location. Located in the Heart of Downtown IslamoradabrbrThe Home features all Tommy Bahama Furniture, New Tempur-Pedic Breeze Mattresses. brbrIf you need specific dates please reach out to us.brbrRoom for Boat / Trailer StoragebrbrPerfect Biking LocationbrbrNew Bathrooms & Full KitchenbrWasher / Dryerbr65 Inch TV in Living RoombrWifibrIf you love Natural Light this is the house for you.

2 Bedroom Island Inspired Luxury house in Downtown Islamorada

Islamorada, Florida, United States

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Bath

Sleeps

$281.25

Bayfront beautiful double townhouse with stunning bay views. Watch the sunsets from your balcony or from the beach right outside. This one a kind unit offers 4 bedrooms, 3 bathrooms and over 2800 square feet of living and entertaining space. Located inside of Executive Bay Club. Amenities include a sandy beach, large swimming pool, clubhouse, tennis/basketball/ pickleball courts, gated entrance with 24 hour security and much more! Located right next door to the Florida Key's largest and nicest park, Founder's Park. Also within Founder’s Park is the Yacht Harbor and Marina.

Islamorada Bayfront Townhouse in Executive Bay Club

Islamorada, Florida, United States

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Bath

Sleeps

$559.14

This listing is for a room within a hotel.brbr✦ Your room is 1042 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool is available, opened from 8:00AM to 10:00PM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). $100 per night. Up to two pets/roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Enjoy Sunset Views from Your Villa with Pool & Beach Access in FL

Islamorada, Florida, United States

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