Vacation Rentals By Owner In Islamorada, FL

Welcome to HeartofMorada!brbrStep into a private world in Islamorada's most coveted location. Heart of Morada sits in Coral Cove — a gated community of just 8 homes — giving you a private heated saltwater pool with waterfall, your own boat dock with electric and water hookups, and near-exclusive use of a second community pool and fire pit with sweeping sunset views.brbrGuests regularly paddleboard with manatees right off the dock each morning, and fall asleep to the sound of live music drifting over from Lorelei next door. This is the Florida Keys experience that gets people talking.brbrThe Homebrbr3 bedrooms, all king beds (2 Tempurpedic adjustable), 3 full ensuite baths + half bathbrbrSleeps up to 6 guestsbrbrTwo-story open-concept design with Bosch appliances, wine refrigerator, and kitchen island seating for 6brbr75 HDTV, premium sound system, high-speed 500 Mbps Wi-FibrWhat's IncludedbrbrPrivate heated saltwater pool with waterfall — open 24 hoursbrbrDedicated boat dock with electric + water (slip your own boat or rent)brbrCommunity pool + fire pit lounge — nearly always private to youbrbr4 bikes, 3 kayaks, 1 paddleboard, life vests for 6brbrBait freezer for fishingbrbrTesla and NEMA 50-14 EV chargerbrbrDog-friendly — bowls providedbrbrThe LocationbrWalk 2 minutes to Lorelei for waterfront sunset cocktails and live music. Bike to Florida Keys Brewing Co, History of Diving Museum, and Islamorada's best restaurants. World-class fishing charters, snorkeling, and sandbar trips depart from nearby marinas.brThe heart of Islamorada — right outside your door.brbr★ DOG-FRIENDLY HOME ★brBring your furry friends along for an exciting vacation. They'll enjoy and run around the patio outdoors while you relax in the pool. A $350 dog fee applies.brbr★ NO SMOKING ★brPlease refrain from smoking inside the home or community! Any smoking evidence will result in odor removal and furniture cleaning fees.brbr★ BOOKING ★brA signed rental agreement and a security deposit are required for booking, and follow Airbnb and VRBO policies.brbr★ OUTDOOR CAMERAS ★br3 cameras outside the property protect the driveway/rear gate where amenities are provided, the top floor out to the street, and the front door. The footage is only reviewed if there is any issue reported.

Gated Keys Home | Dock, Heated Pool & 2 Pools | Pet-OK

Islamorada, Florida, United States

Bed

Bath

Sleeps

$414.04

Welcome to Casa Del Pirata! brbrLocated in the heart of Port Antigua, this canal front home boasts tropical vibes and can accommodate up to 6 guests to experience the “island life style.” Inside you will find an open living space permitting endless entertaining, a fully stocked kitchen with everything you need for home cooked meals, dining area for four, living room with an oversized sectional sofa, smart TV with cable and wifi, laundry room with a full-size washer/dryer, three bedrooms (one king, two queens) and two full bathrooms. brbrStep outside to the large screened-in back porch and sip your morning coffee while watching the boats go by, or grill your catch of the day while the sun sets and lights up the sky in hues of orange, pink and purple. Biscayne Blvd is one of the few streets that backs up against our protected mangroves and provides extra privacy that other canal front homes can’t offer. The spacious downstairs area offers a covered outdoor space that can be used for dining, relaxing or escaping the Florida sun. brbrBring your boat, kayaks or paddle boards and take advantage of the 75’ of private dockage and 12,000 lb boat lift. Casa Del Pirata is only four houses in from the Florida Bay and just a short boat ride to Channel 5 bridge for easy oceanside access. brbrPort Antigua is a highly sought after community in Islamorada as it is known for its wide canals, boat ramp, and infamous bay front white sandy beach with tiki huts and picnic tables. These are private amenities and are only accessible by Port Antigua homeowners and guests. brbrThis home is located on the island of Lower Matecumbe Key. Just 5 minutes north is the world famous Robbies, which offers fishing and snorkel charters, a restaurant and bar, shops, parasailing, kayaks and paddle board rentals. You can even hand feed the enormous tarpon! Habanos is another local favorite, where you can experience oceanfront dining and classic cuban cuisine. Downtown Islamorada is only 10 minutes north and offers endless restaurants, breweries, shopping, activities and grocery store. Key West is a beautiful 1.5 hour drive south.brbrThis could be just the getaway you need, for more information contact us at (305) 664-0077.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.

Casa Del Pirata / 3 bed / 2 ba Canal Home in Islamorada

Islamorada, Florida, United States

Bed

2

Bath

Sleeps

$515.95

**HOUSE HAS BEEN RENOVATED AND PICTURES TO COME**brPerfect Vacation Home in Islamorada, the center of the Keys Island. The house is ideal for a large family get away, or a small intimate escape. It is perfectly situated between canals providing guests with an unforgettable keys breeze. You are conveniently located near supermarkets, restaurants, and fun activities, like Theatre of the Sea. Take a walk to the community private beach which is only accessible through key access. The house is equipped with 75 total dock space with approximately 35 feet of that dock space to accommodate your boat. It has been updated with a new pool and resort style yard for your enjoyment. Beautiful open views and quick access to ocean. The house is located in one of the most well known fishing areas, Islamorada, renowned for the best fishing areas.brbr

Feel the breeze of the keys

Islamorada, Florida, United States

Bed

Bath

Sleeps

$431.94

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

Single Family Home In Angler's Reef Gated Community, Beaches,Marina,Heated Pool

Islamorada, Florida, United States

2

Bed

Bath

Sleeps

$349.48

Tucked away in the sought-after community of Venetian Shores, this 3-bedroom, 2-bath canal-front home is designed for easy Keys living. From the moment you arrive, you'll feel the relaxed island vibe with a private boat lift, shady tiki hut, and a bubbling hot tub waiting for you after a day on the water.brbrBring your boat and head out with ease—Venetian Shores offers some of the best access in Islamorada to both the Atlantic Ocean and Florida Bay. Back at home, the dockside tiki hut is the perfect spot to gather with family and friends, sip a cocktail, and watch the boats cruise by.brbrInside, the home is welcoming and comfortable with an open living space, well-equipped kitchen, and three cozy bedrooms for winding down after your adventures. The outdoor areas truly shine—whether it's morning coffee by the water, afternoons soaking in the hot tub, or grilling out under the palms.brbrThis home blends boating convenience with Keys charm, making it the ideal spot to enjoy everything Islamorada has to offer. 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 3BR canal home in Plantation Key, perfect for family getaways.

Islamorada, Florida, United States

Bed

Bath

Sleeps

$234.7

This property sits directly behind the main oceanfront house on the same property, Your Islamorada adventure begins at this lovely studio with oceanfront beach access. Enjoy three levels of living. Nestled in the heart of Islamorada where you can walk to the best restaurants, shops and activities. Great beach access for paddle boarding, kayaking, kiteboarding, and other waters sport activity. With 1 queen bed and 1 sofa bed, it comfortably accommodates couples seeking a cozy getaway. Enjoy shared beach, oceanfront, vanishing edge pool and spa and 450 foot fishing pier. Minimum 28 stay day required.

Cozy Oceanfront Studio in the Heart of Islamorada.

Islamorada, Florida, United States

Bed

Bath

Sleeps

$624.47

Relax with the whole family at this peaceful Angler's Reef boutique complex. Oceanfront community located at Mile Marker 85 has a beautiful community pool overlooking the Atlantic ocean. The community also offer kayaks, which can be launch from the private beach. This home has 2 bedrooms located on the 2nd floor with their private bathroom. The kitchen is fully equipped with stainless appliances, granite counters, 3 TVs & WiFi. The property has parking for 2 vehicles.

Villa

Islamorada house with best location. Lic # 24-0055

Islamorada, Florida, United States

Bed

Bath

Sleeps

$597.75

Beautiful views from this condo dock 32 available-brUnit C109 License Number: VR-194brbrBay Harbour is a gated community located at MM 77.5 bayside in Islamorada, FL.brbrWe are new owners of this condo that has never been in the rental pool. (that is why few reviews)brComplete remodel with no expense spared! brbrThe location is quiet with the most beautiful blues and greens to make you feel like you have arrived in paradise, without actually leaving the country.brbrThis Immaculate and spacious three bedroom condominium has plenty of room to spread out with gourmet kitchen and exquisite ocean views!brbrThe Great room has expansive glass doors overlooking the ocean, queen sleeper sofa and large flat panel tv.brbrFully equipped gourmet kitchen has stainless appliances and Quartz counters. There is a full-size washer and dryer right in the condo. , Wi-Fi, scanner, printer, just bring your laptop.brbrWatch the sunrise in the morning and manatees in the afternoon, from your private screened terrace. Take a dip in the pool or relax in the spa. . All this plus private deep water protected 31'dock with lift (please note $300 dock fee).br$700 per week holiday rate for slip.brbrAcross the street is a walking, fishing, kite boarding, windsurfing beach. Within a mile is beautiful Anne's beach. Rent a boat, kayaks or paddle board, and it can be delivered right to your 31' boat dock with lift.brbrDockage is $300 per week. Sorry no trailer parking on site. (try Seabird marina).brbrLocated in the heart of the Florida Keys at mile marker 75 in famous Islamorada. Here you’ll find your perfect vacation retreat for your “Keys Getaway”. Largest sport fishing fleet in the world, outstanding restaurants, beautiful reefs and local watering holes await you.brbrWhether your sport is fishing the deep water or the back country shallows, diving or snorkeling the beautiful reefs, sailing, kayaking, parasailing, windsurfing, or kite boarding, we have it all.brbrBoat/Fishing: private deep water dock, water, electricity fish cleaning stations, locked storage closet for your gear near dock with freezer, light fishing equipment for those flying in.brbrWe are licensed with the State of Florida and Monroe County. As well as the Village of Islamorada: License Number: VR-194

Condo

Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK

Islamorada, Florida, United States

Bed

Bath

Sleeps

$229.73

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 – 30 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!

Condo

Escape to Paradise in Islamorada!

Islamorada, Florida, United States

2

Bed

1

Bath

11

Sleeps

$497.39

This charming 3 bedroom ground-level home is located in the private gated community of Bay Hammock on Upper Matecumbe in Islamorada. Enjoy a heated pool, a comfortable island setting, and the relaxed lifestyle the Florida Keys are known for.brbrBoaters welcome — inquire within about bringing your boat! The community boat basin offers a boat slip available for use, making it easy to get out on the water and enjoy some of the best fishing and boating the Keys have to offer. Perfect for a laid-back getaway in a quiet, private neighborhood.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 One Too Mini, a cozy 3-bedroom getaway in Islamorada, perfect for 8!

Islamorada, Florida, United States

Bed

Bath

Sleeps

$241.87

Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily continental breakfast, complimentary self-parking, bike rentals, kayaks, paddleboards, and outdoor BBQ facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 290 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 pool is available.brAdditional features:br • Heated poolbrbr✦ 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 $50 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $29.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). 2 dogs max w/ no breed restrictions. Tax inclusivebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Access To Private Boat Ramp will incur additional charge/nightbrbr✦ Front desk: 8 AM to 9 PM

Discover Florida Keys! Seaside Villa w/ Patio! Marina, Pool, Parking, Breakfast

Islamorada, Florida, United States

Bed

Bath

Sleeps

$219.35

Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily continental breakfast, complimentary self-parking, bike rentals, kayaks, paddleboards, and outdoor BBQ facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 301 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 pool is available.brAdditional features:br • Heated poolbrbr✦ 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 $50 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $29.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). 2 dogs max w/ no breed restrictions. Tax inclusivebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Access To Private Boat Ramp will incur additional charge/nightbrbr✦ Front desk: 8 AM to 9 PM

Beach View Unit in Islamorada! Pets Allowed, Parking, Pool!

Islamorada, Florida, United States

Bed

Bath

Sleeps

$297.0

Paradise in the Upper Keys. Just under 1 1/2 hrs. from Miami you can rent a piece of Heaven this Winter Season. Prime condo, prime view and prime location. Just 30 feet from the Bay. All in one. 2 Bedrooms plus loft and 3 full baths. Totally remodeled and upgraded. New appliances, furniture, floors, you name it. No expenses spared. Spectacular west Bay views from a balcony on the first floor and a French balcony on the second floor Master Bedroom. Second bedroom overlooks pool and also has a French balcony. A spiral case connects first and second floors. Property is adjacent to Founder's Park. Close to fabulous shops and restaurants. Minimum 2 months rental.

Condo

Sunset from our own Private Balcony Directly over the Bay

Islamorada, Florida, United States

Bed

Bath

Sleeps

$747.04

Oceanfront Paradise in Anglers Reef, Islamorada – Florida Keys Vacation RentalbrbrExperience the ultimate Florida Keys vacation in this stunning 3-bedroom oceanfront rental in Anglers Reef, Islamorada, featuring brand new furniture throughout and a master bedroom with direct ocean and pool views. Enjoy a resort-style pool, private beach, and boat dock, making it the perfect getaway for families, friends, or boating enthusiasts. The home's boat slip is available for rent with a deep channel out to the Atlantic ($500 per week. Let owner know after booking to add dock).brbrThe Home – Luxury & Comfort by the SeabrbrSleeps up to 8 guests comfortablybrbrMaster bedroom: private porch with direct ocean and pool viewsbrbrSecond bedroom upstairs: queen bed + full/full bunkbrbrThird bedroom downstairs: queen bedbrbrModern coastal interior with:brbrBrand new furniture throughoutbrbrFully equipped kitchen with stainless steel appliances & granite countertopsbrbrBamboo and tile flooringbrbrHigh-speed WiFi and streaming TVsbrbrFull washer and dryerbrbrExclusive Community & AmenitiesbrbrLocated in the gated Anglers Reef community, a boutique oceanfront complex of 52 homesbrbrBeautiful Native Conch and British West Indies architecturebrbrCommunity pool with panoramic Atlantic Ocean viewsbrbr500 feet of private beach for sunbathing and swimmingbrbrKayak launch from the beach & private boat dock for deep-water Florida Keys fishing and boatingbrbrFishing, Water Sports & Outdoor FunbrbrWorld-class fishing and boating adventures just steps awaybrbrFish species include snapper, tarpon, mahi, tuna, and morebrbrKayak and paddleboard rentals available in the communitybrbrPerfect for snorkeling, scuba diving, or simply relaxing by the poolbrbrNearby Attractions – Explore IslamoradabrbrIslamorada, the Sport Fishing Capital of the WorldbrbrWalk to local favorites: Hog Heaven, Smugglers Grill, Island GrillbrbrShort drive to:brbrTheater of the Sea (swim with dolphins)brbrFounders Park (Olympic pool & recreation)brbrNearby reefs for snorkeling and scuba divingbrbrWhy You’ll Love This Florida Keys Vacation RentalbrWhether you’re seeking adventure, relaxation, or quality family time, this Islamorada oceanfront home offers the ultimate Florida Keys getaway. Enjoy direct ocean and pool views from the master bedroom, brand new furniture throughout, private beach access, and resort-style amenities, creating the perfect vacation retreat.brbrWe would love to share our home with people who love the water as much as we do, and we are here to make your vacation amazing. Book now for your next Florida Keys vacation—your oceanfront paradise awaits!

Anglers Reef Islamorada Oceanfront 3BR Pool Front Home Private Beach & Boat Dock

Islamorada, Florida, United States

Bed

Bath

Sleeps

$640.52

Short Descriptionbrbr Amenities: Free Boat dockage, htd pool, BBQ grill, EV chargerbr Game room br Mins to the famous Islamorada Sandbar by paddle, boat, or kayak!br ️ Comfortable bedrooms with premium amenitiesbr Dog friendly br 24/7 guest support team for a seamless staybrbrThe SpacebrExperience relaxed island living at At the Sandbar, a modern coastal vacation rental located in the private oceanfront Peaceful Palms community in Islamorada. This waterfront townhome is ideal for families, couples, and boating enthusiasts seeking a peaceful Florida Keys getaway with upscale comfort and convenience.brGuests enjoy dock access, oceanfront community amenities, and scenic water views throughout the property. While there is no beach or direct shoreline access, the location is perfect for boating, paddleboarding, fishing, and soaking in the laid-back Keys lifestyle away from crowded tourist areas.brJust minutes from Islamorada's best restaurants, waterfront bars, parks, marinas, and local shops — and a short paddleboard or boat ride to the famous Islamorada Sandbar. This coastal retreat offers the perfect balance of privacy, location, and true Florida Keys charm.brbrWhen you arrive, you'll find a private garage with space for one vehicle (There is a parking spot in front of the villa for an additional vehicle), an EV charger, and an array of AMENITIES YOU WILL LOVE, including: a BBQ grill, two adult bikes, two kid bikes, and two paddleboards. Beyond the garage, the game room awaits, featuring a ping-pong table, life-size Connect Four, wall darts, workout equipment, TV, cozy sofa, board games, and a mini fridge—perfect for hours of entertainment.brbrOn the second floor, the open-concept layout seamlessly connects the kitchen, dining, and living spaces. The kitchen boasts top-of-the-line appliances and a peninsula with seating for six that's ideal for casual dining or morning coffee. The living room is outfitted with two comfortable sofas, a smart TV, and access to a covered balcony. The balcony features two dining areas with picturesque views of the dock, making it an excellent spot for alfresco meals or evening cocktails.brbrFor your convenience, a washer and dryer are located on the third-floor hallway.brbr♛The Primary Suite (3rd floor) provides a generously sized retreat, with calm accents, balcony with water views, king size bed, premium bedding, and a luxe primary ensuite bathroom. A frameless shower and double vanity sink offer the comforts of home.brbr ️ All bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linens, and sheetsbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 1 (Second Floor): Queen-sized bed brBedroom 2 (Third Floor): Queen-sized bed & a twin trundle bedbrPrimary Bedroom 3 (Third Floor): King-sized bedbrbr All full Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrBathroom 1 (Second Floor): Frameless shower, sink, and toiletbrBathroom 2 (Third Floor): Ensuite, frameless shower, sink, and toiletbrPrimary Bathroom 3 (Third Floor): Ensuite, frameless shower, double vanity sink, and toilet brbr Outdoor ParadisebrRelax and unwind with top-tier amenities, including an oceanside boat dock, private community heated swimming pool, and walking proximity to the best and most popular restaurants, shops, incredible wildlife and fishing attractions. The pool area features lounge furniture, bathrooms, and is heated for swimming year-round. Watch our beautiful sunrises from the comfort of the community's oceanside dock.brbrCommon AreasbrHeated pool + lounge chairsbrRestroomsbrBoat dockbrbrBoat Dockage Information: *Dockage is included with rental reservationbr-Complimentary boat dockage (subject to availability) -Dockage is limited and based on availability. *We recommend reserving dockage upon booking.br-We can accommodate boats up to 24' .br- Contact us to confirm if the dock can accommodate your boat.br-Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.br-There is no trailer storage or boat ramp available on-site. Our recommendations for both will be sent along with our boat dockage agreement form.brbr Neighborhood OverviewbrBeing located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family! brbrKayaks can be delivered for a cost directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.brbr Points of Interest: brbr- Famous Islamorada Sandbar is minutes away via boat, kayak, or paddle board!br- Islamorada Library Beach Park (7 min): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. br- Morada Way Arts & Cultural District (7 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (4 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (12 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.br- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.br- Anne's Beach (15 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.brbrHouse RulesbrbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr**All guests must sign our rental agreement as mandated by Florida Law.**brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-An accurate guest count must be provided.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10:00 PM to 8:00 AM. brbrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first three days of your stay.brbrSame-Day Bookings: brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00 PM. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00 PM.brbrPet Policy:brThis property is dog-friendly with an additional fee of $295, per pet. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy will result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs are permitted). brbrRelease of Liability for Recreational EquipmentbrGuests agree to use paddleboards and bikes at their own risk. The property management and owners are not liable for any injuries, damages, or losses related to their use. By using these items, guests release the property management and owners from all claims and liabilities. brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $285brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, GameRoom, EV Charger

Islamorada, Florida, United States

Bed

Bath

Sleeps

$380.62

Resort Style Venetian Shores Home with 70 ftbrDock on a 100 foot wide canal Completely remodeled. Two Bedrooms with King Bed, Queen bed and two pull out sofa beds. High speed Wifi, Two Flatscreen tvs, Two full Bathrooms. Beautiful walk around 360 porch with safty gates. BBQ Grill. 20,000 pound Boat lift. Relax with sunsets under the Tiki Hut. 5 min away from your local family sandbar and a mile away from Founders park. The closest boat ramp is founders park.

Islamorada waterfront villa

Islamorada, Florida, United States

Bed

Bath

Sleeps

$219.35

Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily continental breakfast, complimentary self-parking, bike rentals, kayaks, paddleboards, and outdoor BBQ facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 301 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 pool is available.brAdditional features:br • Heated poolbrbr✦ 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 $50 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $29.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). 2 dogs max w/ no breed restrictions. Tax inclusivebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Access To Private Boat Ramp will incur additional charge/nightbrbr✦ Front desk: 8 AM to 9 PM

Swim with Dolphins in the Florida Keys! FREE Breakfast & Parking, Marina, Pool!

Islamorada, Florida, United States

Bed

Bath

Sleeps

$219.35

Private beach resort on breathtaking Islamorada in affluent Florida Keys area.Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily continental breakfast, complimentary self-parking, bike rentals, kayaks, paddleboards, and outdoor BBQ facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 301 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 pool is available.brAdditional features:br • Heated poolbrbr✦ 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 $50 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $29.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). 2 dogs max w/ no breed restrictions. Tax inclusivebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Access To Private Boat Ramp will incur additional charge/nightbrbr✦ Front desk: 8 AM to 9 PM

Snorkeling & Kayaking Beach Resort! Seaside Villa w/Patio! Marina, Pool, Parking

Islamorada, Florida, United States

Bed

Bath

Sleeps

$404.42

brThis incredible property in Islamorada is the ultimate getaway, offering a spacious and flexible layout with 9 beds—perfect for family reunions, large groups, or anyone seeking a luxurious Florida Keys escape. With 2,000 sq ft of living space under air, plus an additional secured lot for RVs, jet skis, boats, and recreational vehicles, this home is tailored to outdoor enthusiasts and boaters alike.brbrA true boater’s paradise, the property boasts 100' of dockage, a private boat slip, and convenient free on-site boat trailer parking on the adjacent lot. The approximately 5 ft deep canal is perfect for maneuvering a 46.6 ft Bertram, with plenty of room to comfortably turn around, and the open Atlantic Ocean is just 1/8 mile away for easy access to world-class fishing and watersports.brbrInside, the home features a fully stocked kitchen with an additional refrigerator in the laundry room next to the washer and dryer. A bait freezer is also conveniently located on the side patio adjacent to the dock. The flexible sleeping arrangements allow for single beds to be converted to Continental Kings, ensuring comfort for all guests. This Smart Technology home offers multiple areas for socializing, recreation, and relaxation, including three separate patio spaces equipped with shade sails and Edison lights, perfect for enjoying the warm Florida evenings.brbrWhether you’re here for adventure or relaxation, this one-of-a-kind property is designed to offer the best of both worlds, making it the perfect place for an unforgettable stay in the Florida Keys.

Boater's Paradise

Islamorada, Florida, United States

4

Bed