Family-friendly holiday rentals in Naples

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

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 | HTD Pool•10 min Beach and 5th Ave•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!

"The Mac" Beach House! Premier Location! Pool/Spa

Breathtaking sunsets await from the second story and third story lanais overlooking the beautiful bay. This gorgeous Spanish-style home located steps from the white sand at Bonita Beach provides a perfect getaway for groups of all sizes! This home features a premier location and luxury stay all in one! Walk to the beach and enjoy food, drinks, paddleboard, jet ski or lounge rentals just a few steps away at Doc's Beach House or stroll down to great local restaurants just mins from the door.

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⛱️

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

Luxury Private Retreat with New Pool in Naples

Welcome to The Park Villa, a serene private retreat in the heart of Naples. Nestled among nature, this peaceful haven features a brand-new salt water heated pool and is just minutes from the Gulf of Mexico's beautiful beaches and vibrant downtown Naples, with its top restaurants and shops. Situated next to a regional park with the largest freshwater lake in Collier County, enjoy stunning views of the park and spot local wildlife like iguanas and tropical birds from your backyard.

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.

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!