Family-friendly holiday rentals in Naples

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

Lux Oasis | 10 min Beach and 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!

Beach, Sun and Fun! *Beach House * New Listing

Location! Location! Location! 3 beautiful bedrooms, 2 baths, just 1 mile to the beach and entertainment. Peaceful and private, this home boasts an abundance of room for entertaining and outdoor space, free parking and access to private beach. Conveniently located close to the Venetian Village, Water Side mall and 5th Avenue which futures several casual and upscale dinning, shopping and multiple entertainment venues. Great for a relaxing vacation and enjoying the Florida sunshine and sunsets!

Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King

The perfect Naples beach getaway for families and/or groups of 8–10 and just a few minute bike ride to the beach. The home doesn't just sleep large groups, it supports it with every space designed for guests to gather. Bikes and beach gear are included, plus guest-only perks including local beach know-how, golf cart rental and shuttle options, pre-arrival fridge stocking, Naples recommendations, and special benefits with select local partners. Less time planning. More time enjoying Naples.

Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym

Indulge in Old Florida with our Boho Chic estate combining mid-century modern esthetics with tropical flare. Complete with a whole house Reverse Osmosis system, a heated saltwater pool + spa, a sprawling carefully maintained property with hundreds of mature trees, you can enjoy Florida living in privacy and style. You might even spot some wildlife! You'll have a beautiful master suite, a fully equipped kitchen, a 75" smart TV, several dedicated desks, a Weber grill, a fire pit, and more.

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from The Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

Outdoor Kitchen | Heated Pool Near Beach + 5th Ave

Your oasis awaits! Beyond the doors of this impeccably renovated home you'll find a private, heated pool with a fantastic, fenced-in, backyard with mango trees, tropical vegetation & string lights. Beach towels, gear, and loungers are provided so all you need is your suit! Work remotely from the office areas and grill out each evening (propane grill provided). Need space for a crowd? We have multiple homes within walking distance available for large groups.

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

673 Lazy Beach Daze · Heated Pool · Walk 2 Beaches

Welcome to your 673 Lazy Beach Daze; your dream coastal getaway! This stunning 3BD, 3 1/2BA vacation rental home is a luxurious retreat nestled in the heart of North Naples, a picturesque coastal paradise. As you arrive, you'll be greeted by the gentle rustle of palm trees, setting the tone for a relaxing escape. This gorgeous home is located just a mile from the relaxing white sands of Bluebill Beach; perfect for an evening stroll or early morning bike ride!

Beautifully private homeHeated Pool/Spa and Cabana

No sargassum or seaweed in Naples! We are close to Naples Community Park and downtown Naples and beaches, perfect location. Unique one of a kind property, This house has been beautifully remodeled with Stunning Carrera marble floors, upgraded 4 bedroom 2 bath home with a separate pool house suite with its own kitchen and full bath that sleeps 4 guests. Beautiful landscaped yards with amazing pool. Only minutes to the beach. Private outdoor shower.

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.