Posted on 11/7/2025 by Juniper Holiday + Home

Holiday Charm in Naples, Florida

Imagine a holiday season where warm breezes replace snowflakes and palm trees glow with festive lights, rather than icicles. In Naples, Florida, you’ll find just that, a place where beachside serenity meets cheerful holiday spirit. Whether you’re gathering for Thanksgiving or staying through early December, our hand-picked Juniper Holiday + Home rentals offer the perfect base to relax, indulge, and celebrate. Let the catering handle the meal, the events spark the joy, and your rental become your own personal holiday retreat.

Holiday and Catering Food Ideas

Enjoying the holidays in Naples means savoring ease, elegance, and flavor without being tethered to the kitchen. Here are some standout local catering and dining options to make your gathering special:

  • Seed to Table Market:
    This gourmet market offers catering and a dedicated Thanksgiving menu. Their holiday services make “hosting” feel seamless.

  • The Fresh Market:
    Offering fully prepared holiday meals, sides, and desserts, The Fresh Market in Naples makes it easy to pick up a complete Thanksgiving dinner with all the trimmings. Pre-order online and enjoy effortless hosting.

  • Bravo Italian Kitchen:
    Known for its modern Italian fare, Bravo offers a complete Thanksgiving menu for dine-in or carryout, including sliced turkey, traditional sides, and pumpkin pie. It's a convenient and flavorful option for those who want to celebrate without cooking.
Thanksgiving Food on Table in Naples FL

Set your table on the patio, string up some lights, and enjoy a relaxed holiday meal outdoors. After dinner, take a sunset stroll on the beach or simply unwind in the comfort of your rental.

Local Holiday Events and Shopping Highlights

Naples brings the festive season to life with a coastal twist. From tree lightings and holiday shows to illuminated gardens and boutique shopping, here’s what you’ll want to experience:

  • 48th Annual Tree Lighting on Third Street South (Monday, Nov 24):
    Celebrate the season with a tree lighting, a visit from Santa, and “snowfall” on this historic shopping avenue.

  • Johnsonville Night Lights in the Garden
    (Nov 28 to Jan 4):
    Naples Botanical Garden transforms into a glowing wonderland with lights, music, and festive installations.

  • Tree Lighting Ceremony & Holiday Cirque Experience at Mercato(Wednesday, Dec 3):
    Enjoy a cirque-style performance, holiday market, live music, and the lighting of the largest real Christmas tree in Southwest Florida. 

  • Christmas Walk and Tree Lighting Ceremony on Fifth Avenue South (Friday, Dec 5 & 6th):
    This two-day festival features live music, shopping, and dining along a beautifully lit downtown.

    Whether you’re sipping a holiday cocktail under the stars or picking out one-of-a-kind gifts, Naples offers a relaxed and memorable way to celebrate the season.

  • Palm Trees With Holiday LightsChristmas Tree Lighting in Naples FL

    Why Stay with Juniper Holiday + Home

    Juniper Holiday + Home’s Naples rentals offer everything you need for a luxurious and carefree holiday escape. Spacious living areas, fully equipped kitchens, and outdoor spaces perfect for entertaining make your stay both comfortable and special. After a catered meal or festive night out, return to your peaceful retreat just minutes from the beach. This season, trade stress for sunshine and make your holiday one to truly remember.

    Backyard Pool at Pool Paradise
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