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Luxury Vacation Rentals in Marathon, Florida

Book a Wander with inspiring views, hotel-grade amenities, modern workstations, top-tier cleaning and 24/7 concierge service. It’s a vacation home, but better.

Top-Rated Luxury Vacation Rentals in Marathon, FL

Welcome to Marathon, where the Florida Keys’ laid-back charm meets coastal elegance. Situated in the heart of the Keys between Key Largo and Key West, Marathon is known for its turquoise waters, world-class fishing, and relaxed, upscale atmosphere. Whether you're seeking a romantic escape, a family vacation, or a sunny retreat with friends, our luxury vacation rentals in Marathon offer the perfect blend of serenity and sophistication. Each Wander home is carefully designed with breezy indoor-outdoor living, private pools, high-end kitchens, and spa-like bathrooms. Surrounded by tropical beauty and steps from the water, your stay here is crafted for easy luxury.

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IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

A Guide to Luxury Travel in Marathon, Florida

Marathon is the kind of place where life slows down and luxury is measured in sunsets, sea breezes, and saltwater dips. Stretching across 13 islands, this vibrant slice of the Keys is perfect for travelers who crave a slower pace without sacrificing modern comfort.

Luxury travel in Marathon often revolves around the water, whether you’re docking your boat at your vacation home, snorkeling over coral reefs, or enjoying a private dinner by the shore. Pair that with access to quiet beaches, top-notch seafood, and Caribbean-style charm, and you’ve got the ultimate Florida Keys experience.

Wander homes in Marathon are designed for open-air ease and island elegance, featuring floor-to-ceiling windows, ocean-view terraces, and curated interiors that reflect the natural beauty of the Keys.

Marathon Weather: When Should You Visit?

Marathon enjoys tropical warmth all year, but here’s what to expect seasonally:

Winter (December–February): Dry, sunny, and idyllic. The best time to escape the cold and enjoy snorkeling, beach days, and sunset cruises.

Spring (March–May): Breezy and vibrant with low humidity. A great season for boating, kayaking, and wildlife spotting without peak-season crowds.

Summer (June–August): Hot, humid, and lush. Perfect for early morning adventures, reef diving, and shaded afternoons by your private pool.

Fall (September–November): A quieter season with warm temps and fewer tourists. Ideal for tranquil retreats and off-season rates.

No matter the season, your Wander home is equipped with everything you need to stay cool, comfortable, and connected.

Food and Drink in Marathon

Marathon’s culinary scene is fresh, flavorful, and always close to the water. Expect a delicious mix of classic Keys dishes and upscale dining.

Must-try experiences include:

  • Fresh-caught lobster and stone crab served right off the dock
  • Key lime pie – tangy, creamy, and best enjoyed with a view
  • Island-style tacos, mahi-mahi sandwiches, and blackened grouper
  • Craft cocktails made with rum, lime, and tropical flair

Enjoy waterfront dining at local favorites or cook up your own seafood feast at home. Every Wander property comes with a fully stocked kitchen and plenty of outdoor dining space for sunset meals under the palms.

Points of Interest in Marathon

Marathon is filled with hidden gems, family-friendly attractions, and natural beauty. Some local highlights include:

Sombrero Beach: Soft sands, turquoise water, and perfect swimming conditions

The Turtle Hospital: A must-visit for animal lovers and conservationists

Seven Mile Bridge: One of the longest and most scenic bridges in the world—great for sunset photos

Crane Point Hammock: Explore nature trails, butterfly gardens, and historic sites

Florida Keys Aquarium Encounters: Snorkel with stingrays or hand-feed sharks in a safe, interactive environment

Incredible Activities in and Around Marathon

From relaxation to adventure, Marathon offers something for every traveler:

  • Snorkeling and diving in the coral reefs of Sombrero Reef

  • Paddleboarding through mangrove tunnels

  • Deep-sea fishing charters for sailfish, snapper, or mahi-mahi

  • Jet skiing, parasailing, or kayaking through calm, clear waters

  • Evening cruises with Champagne and Key West–style sunsets

FAQs

What Amenities Can I Expect At Wander's Marathon Vacation Rentals?

All Wander homes feature luxury linens, fast Wi-Fi, fully stocked kitchens, spa-style bathrooms, smart home technology, and top-tier cleaning. Most homes also include private pools, waterfront decks, outdoor grills, and on-demand concierge services for a worry-free stay.

Is Marathon a Family-Friendly Destination?

Absolutely. With calm beaches, educational nature experiences, and plenty of outdoor activities, Marathon is perfect for families with kids of all ages.

Where Else Does Wander Have Luxury Vacation Rentals?

Beyond Marathon, Wander offers exclusive vacation homes across the U.S., Canada, Mexico, and beyond, including:

Wherever you stay, Wander ensures elevated design, premium service, and spaces that feel like home, only better.

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