WE HAVE THE RIGHT RENTAL FOR YOU
Luxury Group Travel Starts with the Right Home 🏡✨
When traveling with family, friends, or colleagues, the right home becomes more than just a place to stay — it becomes the heart of the experience. At Island Head Rentals, our luxury group homes are thoughtfully selected to host elevated gatherings, milestone celebrations, and unforgettable moments.
Paired with the custom experiences offered through Island Head Luxury, these homes become the starting point for something truly special 🌊🍾 Whether you’re planning a reunion, wedding weekend, corporate retreat, or multi-family getaway, our properties offer the space, style, and setting to bring everyone together beautifully.
Designed to Host & Impress 🎉🍽️
Our larger homes are built for connection and comfort. Expect open-concept living spaces, multiple bedrooms, gourmet kitchens, and outdoor areas made for gathering.
Think elegant dining rooms for memorable meals, private pools for sun-soaked afternoons, and breezy patios perfect for sunset conversations 🌅 Every detail is designed so your group can come together effortlessly — without ever feeling crowded.
These are homes where you can enjoy chef-prepared dinners, slow mornings with coffee, and relaxed evenings after a day on the water — all under one beautiful roof.
Elevated Experiences, Curated Just for You ✨🛥️
What truly sets Island Head apart is the ability to pair your stay with unforgettable, custom luxury experiences. Through Island Head Luxury, your group can elevate every moment with:
🍽️ Private chefs & catered dinners
💆 In-home massages and wellness services
📸 Professional photography sessions
🚤 Private boat charters, sunset sails & custom cruises
Whether you’re hosting an intimate dinner, celebrating something special, or planning a day on the water, every experience is tailored around your vision.
Perfect for Celebrations & Group Getaways 🎊🥂
From milestone birthdays and anniversaries to weddings, bachelorette weekends, and corporate retreats, our luxury homes are designed for life’s biggest moments.
Spacious layouts, private amenities, and stunning surroundings create the perfect backdrop — then add a sunset sail, hibachi dinner cruise, or a professionally styled dinner at the home, and you’ve created an experience your group will talk about for years 🌟
Space, Privacy & Total Freedom 🌴🔑
Unlike hotels or resorts, a private home gives your group complete freedom. Swim at sunrise, linger over brunch on the patio, or celebrate late into the evening — without interruptions.
It’s your space, your schedule, and your experience — designed to unfold naturally and beautifully.
Begin Your Luxury Group Experience ✨🏝️
Luxury group travel starts with the right home — and becomes unforgettable with the right experiences. Explore Island Head Rentals’ premier group properties and elevate your stay with the custom services and private charters offered through Island Head Luxury.
From where you stay to how you celebrate, every detail is designed to feel effortless, elevated, and entirely your own.
👉 islandheadluxury.com