Holiday rentals with outdoor seating in Old Naples

LUXE Oasis | 10 min Beach+5th Ave | HTD Pool• Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

5th Ave & Beaches 10 Minutes Away! 2 BD/2 BA

Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

Naples Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

Pool Home! Near Beach, Walk to Coffee & Dining!

Your Temporary Sanctuary Awaits! Experience the ultimate in comfort and convenience in this modern 3-bed, 2.5-bath pool home, located just minutes from some of Naples’ top attractions! Whether you're looking for a serene getaway or an active vacation, this property has it all. Located only 4 miles from the sun-soaked shores of Naples Beach and the renowned Historic Downtown 5th Ave District, you'll be close to world-class shopping, dining, and entertainment.

Tropical paradise 5 minutes from the beach

Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

Coastal Cabana - 2 Miles to Beach and 5th Ave

The Coastal Cabana is an adorable one-bedroom guest house less than two miles to the beach and the best shopping and dining in Naples. This downtown location in the 34102 zip is unmatched when it comes to beach accessibility and the best of everything downtown Naples has to offer. The Cabana is tucked away in a small, quiet coastal neighborhood walking distance to the Naples Zoo and Conservancy of Southwest Florida, and Gordon River Greenway!

" The Bohemian Heaven " w/ SPA, 2miles to downtown

Welcome to the unique Bohemian Paradise. Completely renovated spectacular bright space, high-end furniture, a fantastic huge outdoor area, firepit, outdoor dining table, and BBQ station. Minutes away from restaurants and convenient stores, as well as historical Naples Pier, Naples beach, and 5th Ave/Downtown. You don't want to miss this experience.

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

Brick Enclave with Mini Golf & SPA, 5mins to beach

Our high end cozy retro style new home is conveniently located in the heart of Naples. Only 1.5 miles away from the beach, minutes away from nearby plaza which offers dining experience, shops, supermarkets, gas station etc. Well known downtown district is 4 miles away as well Mercato if you are looking for nighttime activities.