The Holiday Life

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United States
Naples, FL
The Holiday Life

The Holiday Life offers upscale vacation and seasonal home rentals in Naples & Marco Island, Florida Our company name gets us excited.
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The Holiday Life is licensed and insured for short-term rental management and rated "Excellent" on TripAdvisor by past guests! Each of our beautifully appointed properties has something special to offer visitors to the Paradise Coast and comes equipped with the type of amenities and concierge services you’d expect at a fine hotel. All of our homes are privately owned and managed exclusively by The

Holiday Life. We value the time you set aside to relax, make memories with your family, or set out on an adventure so we treat our selection of homes with care to ensure that when you book with us, your holiday life is just what you want it to be. Please follow us on Facebook for updates on our property inventory and local happenings in Southwest Florida! For reservations and details, please visit our website: www.theholidaylife.com

08/08/2024

Living the Naples lifestyle at Tiburón 🌴✨ Enjoying all the best of Naples: world-class golf, exquisite dining, thrilling tennis matches, and luxurious resort amenities. This is paradise found! 🏌️‍♂️🍽️🎾🏖️

📍Esperanza 102

08/02/2024

Last call for summer adventures! ☀️🏖 Book your final getaway before the school bell rings! 📚✏️
📍Villa Cascata

07/24/2024

🚨🚨COMING SOON!🚨🚨

The Mark on 8th is nearing the completion of its tropical pool oasis! Located just steps from 5th Avenue South, it offers weekly rentals for enjoying the best of the downtown area. Onsite amenities include an advanced fitness center, sauna, pool and spa, and a golf simulator. Soon to be accepting rental reservations for the 2025 season. Be sure to follow us for more updates and availability!

07/15/2024

Experience the charm of Saona Cottage, bathed in abundant natural light and situated in the highly sought-after Isles of Collier Preserve community. Boasting two bedrooms, two bathrooms, and a den with a sleeper sofa for additional guests, this inviting home offers comfort and elegance. Now available for the 2025 season!✨

07/13/2024

Savoring every splash and sunbeam. ☀️🌊

07/10/2024

Enjoy Barefoot Beach Club 404 with spectacular ocean views! This 3-bedroom, 3-bath unit is located just steps from the beach. Experience 3 miles of pristine Gulf frontage, a clubhouse featuring a state-of-the-art fitness center, a resort-style zero-edge pool, and convenient on-site management. Your perfect beach retreat awaits!✨

07/08/2024

Your reminder to book that vacation! ✈️🏝✨

07/05/2024

Experience the iconic waterfront lifestyle of Naples at Rivera Retreat, nestled in the prestigious neighborhood of The Moorings! With four bedrooms and three bathrooms, this home comfortably accommodates six adults in beds, plus two additional twin beds and a crib for children. The fourth bedroom doubles as a private office and transforms into a guest suite with a Murphy bed, offering flexibility for remote work or hosting guests. 🌊✨

07/04/2024

Happy 4th of July! May your day be as bright as the fireworks! 🎇🇺🇸

06/27/2024

New Listing! 📍✨ Welcome to Hyde Park 102, a newly renovated lakefront condo in the exclusive coastal community of Pelican Bay! Featuring two bedrooms and 2.5 bathrooms, this stylish unit comfortably accommodates up to 4 guests. Now available for 2025!

06/24/2024

is ranked among the top 100 best brunch spots in America for 2024 by ! Experience Sails nearby by staying in one of our properties for an extraordinary visit! 🌟🍽️

06/21/2024

Summer is here! What are your plans for these sunny days? 🌞

06/18/2024

Introducing our newest listing: Surfside Cottage! This newly built home boasts four bedrooms and four bathrooms, comfortably accommodating nine guests. Enjoy the sleek swimming pool with a built-in hot tub, surrounded by a stunning travertine stone deck. Now available! 🏡🌴

06/16/2024

Celebrating all the incredible fathers today. Happy Father’s Day! 🎉

06/14/2024

Embrace all that Marco Beach Ocean Resort has to offer: beachfront access, a gym, and a pool area with chaise lounges, a heated pool, and a hot tub. Enjoy complimentary valet and bellhop services, and indulge in onsite dining options. Each unit is equipped with a kitchen, towels, linens, and beach equipment. Now available for your perfect getaway!🌊✨

06/12/2024

We want to see all those sun-kissed smiles too! Please tag us in all your adventures while you're visiting. 🌞✨

06/07/2024

Looking for something to do? Embrace the Florida weather with a boat ride and truly enjoy the beauty of our beaches. 🌞🚤🌴

06/04/2024

Esperanza Unit 102📍
Enjoy luxury living within the pristine community of Tiburon, a Ritz Carlton Resort property. This spacious condominium in the Esperanza complex feels like a single-family home, featuring three bedrooms and three and a half bathrooms. Renting this condo also offers the option to transfer the owner’s Signature Membership to Tiburon Golf Club for a one-time fee. This exclusive membership provides access to the fitness center, tennis center, and the renowned Ritz Carlton hotel pool complex, along with discounted dining at all on-site restaurants. Available now for 2025!

05/30/2024

According to Naples ranks No.1 in its annual Best Places to Live in the U.S., the only Florida city to make the top 10. Do you agree? Let us know in the comments👇

05/28/2024

Discover the perfect retreat in Naples at Aqualane Oasis📍

This exquisite property features a large heated swimming pool, comfortable chaise lounges, and outdoor living rooms on both the ground floor and the elevated second-floor screened patio. Inside, enjoy a recently renovated, spacious home with fine finishes across both levels. The ground level welcomes you with a spacious family room, a convenient kitchenette, a laundry room with garage access, and five beautifully appointed bedrooms and bathrooms. Now available for season 2025!✨

05/27/2024

Honoring the brave, remembering the fallen. This Memorial Day, we salute those who made the ultimate sacrifice for our freedom. 🇺🇸

05/23/2024

Attention Realtors!✨

Do you have clients interested in vacation rentals or looking to rent out their homes? We're here to assist! Partner with us and earn commissions for referring clients. Let’s work together to make their rental experience seamless and profitable. Contact us today to learn more about how we can support you and your clients!

05/08/2024

Experience the pinnacle of Naples luxury with our curated selection of upscale condos, available from January through March. Take your pick from three stunning options boasting gulf views and direct beach access. Your dream coastal retreat awaits, ready to make your winter getaway unforgettable. 🌊

05/06/2024

The biggest promotion by is here! For 5 days only, earn 50,000 bonus points on your next home rental stay!

05/02/2024

Indulge in the best of Naples living with our selection of luxury condos available from January through March. Choose from two exquisite options in Pelican Bay, each offering the coveted social membership, or opt for direct beach access for an unparalleled seaside experience. Whichever you choose, luxury and convenience await.✨

04/29/2024

Embrace the sunshine and warm Florida weather by paddleboarding at one of our breathtaking beaches—a fantastic activity for the whole family to enjoy together!🌊✨

04/26/2024

Introducing Jacaranda Place, a boutique condo complex nestled in an exceptional central Naples location 'West of 41' within the coveted Park Shore neighborhood. This meticulously renovated three-bedroom, two-bathroom unit has been tastefully redesigned and furnished with luxury and comfort in mind. Now available!✨

04/23/2024

Embark on a culinary adventure at , where a variety of food trucks await to tantalize your taste buds. This lively destination promises a feast for the senses! Enhance your experience by staying at Dockside Shore or Sailfish Shore, ensuring convenient access to all the excitement.✨

04/23/2024

Address

3255 Tamiami Trl N
Naples, FL
34103

Website

http://www.theholidaylife.com/

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