Pines & Palms

Classic Keys Nostalgia. Barefoot Luxury.

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Set discreetly among swaying coconut palms and white-sand shores, Pines & Palms is a true Islamorada escape offering sun-drenched cottages, a private beach, and warm, old-Florida hospitality with modern ease. 

a palm tree next to a dock

Get Swept Away

Where every day begins with an ocean sunrise and ends with a sunset by the poolside tiki bar.

Key Amenities

  • Oceanfront heated/cooled swimming pool
  • Poolside tiki bar (beer, wine & non-alcoholic beverages)
  • Private boat dockage
  • Complimentary kayaks, paddle boards, and bikes
  • Fishing & swimming piers
  • White-sand beach with lounge chairs & hammocks
  • Four acres of lush tropical beauty
  • Poolside entertainment & live music
  • On-site boutique & coffee truck
  • Complimentary Wi-Fi
  • Gym coming soon
a couple in wedding attire under a large group of people

Your Wedding at Pines & Palms

Capacity: Up to 125 guests

Availability: Mid-August to December (2025 & 2026, excluding holidays)

From intimate elopements to full-scale celebrations, Pines & Palms offers two stunning beachfront ceremony and reception locations, with the option for exclusive poolside events through a full property buyout. Flexible lodging and event options make it easy to tailor your dream wedding by the sea.

The Experience at Pines & Palms

Whether you’re planning a family gathering, a romantic escape, or the beach wedding of your dreams, Pines & Palms is your invitation to the best of island living.

a drink and a drink on a table by a pool
  • Start your morning with coffee by the water or a sunrise paddleboard session.
  • Spend the afternoon lounging poolside, exploring the Keys, or fishing off the pier.
  • End your day beneath the stars, a tiki drink in hand, as the soothing sounds of ocean breeze and rustling palms drift through the night.

Where Every Stay Feels Like Paradise

Discover sunlit cottages, studios, and spacious villas surrounded by lush palms and ocean breezes.

Oceanview Queen Studio

Queen bed | Sleeps 2 | First Floor

Bright and breezy studio with a plush queen bed and garden or ocean glimpses. Perfect for couples seeking a relaxed Keys escape steps from the shoreline.

a bedroom with a bed and a table

Courtyard King Cottage

King bed and sofa | Sleeps 2 | First Floor

Cozy cottage retreat with a king bed, a comfortable sofa, and garden views. Enjoy easy access to resort amenities and the tranquil rhythm of island mornings.

a bed with a fan in a room

Oceanview King Cottage

King bed and sleeper sofa | Sleeps 4 | First Floor

Wake to ocean views from your sunlit cottage, featuring a king bed, sleeper sofa, and kitchenette, steps from the pool, beach, and endless Florida Keys adventure.

a living room with a couch and a fan

Oceanfront Pool View King Cottage

King bed and sofa | Sleeps 2 | First Floor

Unwind in a charming cottage with a king bed, sofa, and direct pool views—just steps from the ocean and the lively tiki bar for sunset toasts.

a room with a bed and a couch

One Bedroom Queen Cottage (ADA Accessible)

Queen bed and sofa | Sleeps 2 | First Floor

Accessible cottage with queen bed, sofa, and modern kitchenette. Enjoy comfort and convenience, close to the ocean, in a setting designed for ease.

a bed with a white bedding and a lamp

One-Bedroom King Cottage

King bed and sleeper sofa, living area | Sleeps 4 | First Floor

Spacious cottage with a king bed, a sleeper sofa, anan d open living space. Ideal for small families or couples seeking extra comfort near the sand and surf.

a living room with a white couch and a table

Oceanfront King Cottage

King bed, living area | Sleeps 2 | First Floor

A romantic retreat by the ocean, with a king bed, a living area, and a private porch to savor sunrise, sea breezes, and peaceful waterfront moments.

a bed with pillows and a lamp in a room with a beach view

Three Bedroom Queen/King Cottage

1 King and 2 Queens, living area | Sleeps 6 | First Floor

Perfect for families and groups—three bedrooms, full living space, and homey touches in a lush garden setting, just a stroll from the pool and ocean.

a blurry image of a bedroom

Partial Ocean View One Bedroom King Suite

King bed and sleeper sofa, living area | Sleeps 4 | Second Floor

Enjoy partial ocean views from your airy suite with a king bed, sleeper sofa, and spacious living area—ideal for families or couples seeking space to unwind.

a living room with a couch and a television

Classic King Studio (ADA Accessible)

King bed | Sleeps 2 | First Floor

Serene and accessible studio with king bed and private covered patio, surrounded by lush palms—an intimate haven for comfort, safety and privacy.

a kitchen with a table and chairs

Resortview Three Bedroom Villa

2 King beds and 2 Twin beds, living area | Sleeps 6 | Second Floor

Gather family or friends in this expansive villa, featuring three bedrooms, a full kitchen, and an outdoor balcony for relaxing after a day of island adventure.

a room with two beds and a window

Oceanfront Three Bedroom Villa

2 King beds and 2 Twin beds, living area | Sleeps 6 | Second Floor

Your ultimate beachfront retreat—three bedrooms, spacious living area, and stunning Atlantic views. Perfect for extended stays, milestone gatherings, or simply more room to roam.

a bedroom with a large bed and a glass door

Exceeding our Expectations

“The quiet charm of this resort led my wife and me to choose their private Orchid Cottage for our small, intimate wedding. We will be back for our anniversary and any time we want to get away for a weekend. ”
-Jay B, Tripadvisor
Top-Tier Reviews

PICTURE IT!

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