Bring everyone somewhere worth staying a little longer. A full-property buyout at The Islands of Islamorada creates a waterfront home base for your wedding weekend, family reunion, milestone celebration, or private retreat. With spacious villas, ocean-view suites, and days that unfold between the pool and the water, there’s room for shared plans—and room to follow your own pace.
The best moments rarely fit into an itinerary. Coffee that turns into a long breakfast. An afternoon on the water. One more conversation before everyone heads back to their own space.
Set in Islamorada in the Upper Florida Keys, The Islands brings the comforts of a villa stay together with the amenities of an oceanfront resort. A full-property buyout lets you build your gathering around that rhythm, with your guests staying in one place.
Connect with our team to discuss the accommodations, spaces, and services available for your proposed dates.
Four-bedroom villas give families and friends a place to make themselves at home, with full kitchens, living and dining areas, private balconies, and laundry facilities. Ocean-view king suites offer another option for guests who prefer a space of their own.
Gather for breakfast, head out for the day, and return to somewhere that already feels familiar. Everyone can be part of the same trip without spending every moment on the same schedule.
Start with a paddle along the shoreline or a friendly pickleball match. Spend the afternoon poolside, or ask our concierge about a private fishing charter or sandbar excursion.
For moments around the table, explore private chef experiences in your villa and pre-arrival grocery stocking. Share what you have in mind, and our team can help you explore options for your stay.
Experiences and services are subject to availability and may carry additional charges.
Let the celebration stretch beyond the ceremony. Bring your closest people together for a stay filled with shared mornings, waterfront moments, and time to enjoy each other before and after the big day. Discuss your ceremony, reception, and guest plans with our team.
Bring the generations together for the birthday, anniversary, or reunion you’ve been talking about for years. Spacious villas make room for family routines, while the pools, shoreline, and outdoor activities give everyone something to look forward to.
Step away from the usual setting and make time for conversation, connection, and a different perspective. Share your group’s plans with our team to explore how the accommodations and outdoor spaces could work for your retreat.
A full-property buyout reserves the resort for one group rather than booking individual accommodations alongside other overnight guests. Our team will outline the accommodations, shared spaces, services, and access arrangements covered by your proposal.
The property features 22 four-bedroom villas and eight one-bedroom suites. Share your anticipated guest count and rooming needs with our team to confirm the accommodation plan and overnight capacity for your buyout. Event attendance is confirmed separately.
Yes, The Islands welcomes weddings, family gatherings, and small celebrations. Our team can discuss your event plans, available spaces, and guest capacity alongside your accommodation needs.
Our concierge can assist with options such as private chef experiences, grocery stocking, and local boating or fishing excursions. Group arrangements, availability, and pricing should be discussed as part of your planning.
Send us your preferred dates, approximate overnight guest count, and a little about your gathering. Include any date flexibility and planned events so our team can discuss availability and prepare a proposal.
Tell us what you’re planning, who’s coming, and when you’d like to be here. We’ll start with the details that matter most.
