Luxury Islamorada Villas
Discover beach bliss and oceanfront luxury with our Islamorada vacation rentals in the Florida Keys - for a relaxed Sunshine State Getaway.
Islamorada Vacation Rentals
Islamorada, sometimes called Islas Moradas, is one of the most beloved destinations in the Florida Keys. Known for its world-class sport fishing, this charming village is made up of six islands set between Everglades National Park and the Florida Strait. Visitors come for the incredible ocean views, vibrant coral reefs, and its relaxed small-town coastal atmosphere.
Spend your days lounging on postcard-perfect beaches or discovering the area’s unique attractions. Explore the tropical forest at Lignumvitae Key Botanical State Park, visit the iconic Theatre of the Sea, or seek out the quirky and memorable Toilet Seat Cut.
Our Islamorada vacation rentals offer the perfect base for exploring everything the Keys have to offer. These luxurious homes feature excellent amenities, including access to communal pools, pet-friendly options, and wheelchair-accessible layouts. Many of our rentals are also conveniently located close to the region’s best beaches, dining, and attractions, giving you comfort and convenience throughout your stay.
Popular Vacation Rentals
Islamorada is about 90 minutes south of Miami, on Florida’s eastern coast.
The Islamorada Hump is a sea mound that rises almost 200-feet off the ocean floor. It is located about 15 miles off of the Islamorada coast.
West Indian Manatees are residents in the Florida Keys, the region within which Islamorada is located. These beautiful and shy creatures are wonderful to observe in the wild but are not always easy to find. Luckily, there are few places in Islamorada known for manatee sightings, including Robbie’s Marina and dockside restaurants and bars. You can also go on an organized tour or kayak expedition.
Getting to and around Islamorada
Airports
The nearest major airport to Islamorada is the Miami International Airport (MIA), located approximately 80 miles away. This airport is well-connected with domestic and international flights, providing convenient access to the area.
Shuttles and Taxis
Upon arriving at Miami International Airport, you'll find various shuttle services and taxis available to transport you to Islamorada. Shuttles offer shared or private transportation, while taxis provide a direct and efficient ride to your destination.
Car Rental
Renting a car is a popular choice for visitors who want the flexibility to explore Islamorada and its surrounding attractions at their own pace. Multiple car rental companies have facilities at the airport, making it convenient to choose a suitable vehicle for your needs.
Driving
Navigating around Islamorada is relatively easy, with well-maintained roads and clear signage. The Florida Keys Overseas Highway (U.S. Highway 1) connects Islamorada to the rest of the Keys, offering scenic views along the route.
Whether you choose to take a shuttle, taxi, or rent a car, getting to and around Islamorada is hassle-free, allowing you to fully enjoy the breathtaking beauty and activities this tropical destination has to offer.
Discover the Florida Keys beachesSoak up the stunning Key West's Smathers, Islamorada and Bahia Honda State Park beaches. Go sunbathing, swimming, and snorkeling, and discover hidden coves and vibrant coral reefs.
Take a trip to Robbie's MarinaFeed the resident tarpon at Robbie's Marina, an iconic Florida Keys attraction. You can also rent kayaks, go on a snorkeling tour, or dine at waterfront restaurants.
Go SportfishingExperience world-class sportfishing in the "Sportfishing Capital of the World." Charter a boat and head out to catch tarpon, mahi-mahi, marlin, and other prized fish.
Snorkeling & DivingExplore the vibrant underwater world of the Florida Keys by snorkeling or diving. Encounter colorful coral reefs, shipwrecks, and diverse marine life in the crystal-clear waters.
Visit Theater of the SeaVisit Theater of the Sea, a marine mammal park where you can swim with dolphins, sea lions, and even sharks. It's a fun and educational experience for all ages.
Explore the Art GalleriesExplore the local art scene in Islamorada by visiting the numerous art galleries and studios. You'll find a diverse range of artistic styles and creations.
Go Paddleboarding & KayakingTake in the mangrove-lined channels and scenic waterways of Islamorada, by paddleboarding or kayaking. Rentals and guided tours are available - for hassle-free exploration.
Savor the Tiki Bars & SeafoodEnjoy the laid-back island vibe at tiki bars and seafood restaurants. Try fresh catches like conch fritters, stone crab, and key lime pie while sipping tropical cocktails.
Islamorada vacation rentals with Concierge services
Enhance your stay in our Islamorada vacation rentals with Top Villas’ signature Concierge Services, designed to bring effortless luxury to every moment of your trip. One of our most popular offerings is the private in-home chef experience. Your chef will craft beautifully tailored menus throughout your stay, whether you’re planning an intimate dinner for two or a memorable family-style feast.
What sets our Concierge apart is the personal touch. From the moment you book until the day you depart, our team works closely with you to create a fully customized, seamless experience.
Choose from an exceptional range of services, including spa treatments, private tours, attraction tickets, airport transfers, grocery deliveries, and much more. Whatever you need, our concierge team ensures your stay is completely stress-free, leaving you free to relax, explore, and create unforgettable memories in Islamorada.
Oceanfront beach house rentals in Islamorada
Islamorada is home to some of the most beautiful beaches in the Florida Keys, spread across its six stunning islands. Known for world-class fishing, vibrant coral reefs, and unforgettable snorkeling spots, it’s the perfect destination for travelers who want sun, sea, and adventure. With one of our beachfront rentals, you can stay just steps from the shoreline and soak up the lively beach atmosphere from morning to night.
Our Islamorada beach houses feature clean, stylish interiors and thoughtfully furnished living spaces. Each villa offers fantastic amenities and private beach access, giving you everything you need for a relaxed and memorable island getaway.
Islamorada beach house rentals with resort amenities
Guests staying in our oceanfront Islamorada resort rentals can enjoy far more than beautiful beach access. This upscale resort offers an impressive selection of amenities, perfect for travelers who want both comfort and activity.
Enjoy an ocean-view pool, a private marina with flats fishing boat rentals, a 24-hour fitness center, outdoor workout classes, and on-site pickleball courts. Paddle boards are available right from the resort’s beach, and guests can unwind with indulgent spa services or sip cocktails at the popular ocean-view bar.
Blending the luxury of a 5-star resort with the privacy and space of your own beachfront home, our Islamorada resort rentals offer the best of both worlds for an unforgettable stay in the Florida Keys.
Explore oceanfront beach house rentals in Islamorada
Pet-friendly vacation rentals in Islamorada
If you can't bear the thought of leaving your dog behind as you embark on your Florida Keys vacation, then you don't have to - thanks to our selection of pet-friendly vacation rentals in Islamorada. All promising first-class ocean views, our selection of 4-bedroom vacation homes promise plenty of style and substance, alongside a welcome array of resort amenities.
With private outdoor space to enjoy in the comfort of your vacation rental, your pooch will easily be able to soak up a memorable Florida Keys vacation.
Away from your pet-friendly vacation home in Islamorada, you'll find a host of nearby dog-friendly activities to keep your furry friend's tail wagging. From dog-friendly beaches, scenic parks and trails to a host of dog-friendly restaurants and boat tours, as well as kayaking as paddle boarding opportunities, there's every excuse to enjoy a 'pawfect' pet-friendly vacation in Islamorada.
Islamorada vacation rentals with pool
When planning a stay in the Florida Keys, our Islamorada vacation rentals offer the perfect mix of oceanfront luxury and relaxed island living. Many of our homes include access to beautiful resort pools and jacuzzis, giving you a refreshing place to cool off or unwind after a day on the water. At our exclusive Islamorada Resort, you’ll enjoy a resort beach, a tiki bar, a full gym, and a marina, all just steps from your rental, making it easy to enjoy a stress-free poolside escape with family, friends, or your partner.
If you prefer complete privacy, our larger Islamorada homes take your stay even further, offering spacious private pools and personal boat docks right on the property. These elevated amenities create the perfect setting for sun-soaked days, outdoor dining, and relaxed evenings by the water.
No matter what kind of pool experience you’re looking for, you’ll find a standout selection of Islamorada vacation rentals with Top Villas.
Explore Islamorada vacation rentals with pool access
